diff --git a/.github/workflows/airbyte-ci-tests.yml b/.github/workflows/airbyte-ci-tests.yml
index cc5ef94bc130..efe882a656d2 100644
--- a/.github/workflows/airbyte-ci-tests.yml
+++ b/.github/workflows/airbyte-ci-tests.yml
@@ -99,7 +99,7 @@ jobs:
           gcs_credentials: ${{ secrets.METADATA_SERVICE_PROD_GCS_CREDENTIALS }}
           git_branch: ${{ github.head_ref }}
           git_revision: ${{ steps.fetch_last_commit_id_pr.outputs.commit_id }}
-          github_token: ${{ github.token }}
+          github_token: ${{ secrets.GH_PAT_MAINTENANCE_OSS }}
           sentry_dsn: ${{ secrets.SENTRY_AIRBYTE_CI_DSN }}
           subcommand: "test --modified"
 
@@ -116,6 +116,6 @@ jobs:
           gcs_credentials: ${{ secrets.METADATA_SERVICE_PROD_GCS_CREDENTIALS }}
           git_branch: ${{ steps.extract_branch.outputs.branch }}
           git_revision: ${{ steps.fetch_last_commit_id_pr.outputs.commit_id }}
-          github_token: ${{ github.token }}
+          github_token: ${{ secrets.GH_PAT_MAINTENANCE_OSS }}
           sentry_dsn: ${{ secrets.SENTRY_AIRBYTE_CI_DSN }}
           subcommand: "test ${{ inputs.airbyte_ci_subcommand}}"
diff --git a/airbyte-ci/connectors/live-tests/README.md b/airbyte-ci/connectors/live-tests/README.md
index 7da1b3ba332a..72aeb76f9bc8 100644
--- a/airbyte-ci/connectors/live-tests/README.md
+++ b/airbyte-ci/connectors/live-tests/README.md
@@ -237,6 +237,9 @@ The traffic recorded on the control connector is passed to the target connector
 
 ## Changelog
 
+### 0.16.0
+Enable running with airbyte-ci.
+
 ### 0.15.0
 Automatic retrieval of connection objects for regression tests. The connection id is not required anymore.
 
diff --git a/airbyte-ci/connectors/live-tests/poetry.lock b/airbyte-ci/connectors/live-tests/poetry.lock
index 249c6541cf90..e9ef1278246b 100644
--- a/airbyte-ci/connectors/live-tests/poetry.lock
+++ b/airbyte-ci/connectors/live-tests/poetry.lock
@@ -299,13 +299,13 @@ files = [
 
 [[package]]
 name = "beartype"
-version = "0.18.3"
+version = "0.18.5"
 description = "Unbearably fast runtime type checking in pure Python."
 optional = false
 python-versions = ">=3.8.0"
 files = [
-    {file = "beartype-0.18.3-py3-none-any.whl", hash = "sha256:0131717230b04a7f1994422edaf237735febc90c0c98bd0094ce69e0a6706fff"},
-    {file = "beartype-0.18.3.tar.gz", hash = "sha256:04853d78493f3c84b03956f1fa0c1e5b84c5332a760559ddc8f2cf6141ddf791"},
+    {file = "beartype-0.18.5-py3-none-any.whl", hash = "sha256:5301a14f2a9a5540fe47ec6d34d758e9cd8331d36c4760fc7a5499ab86310089"},
+    {file = "beartype-0.18.5.tar.gz", hash = "sha256:264ddc2f1da9ec94ff639141fbe33d22e12a9f75aa863b83b7046ffff1381927"},
 ]
 
 [package.extras]
@@ -720,8 +720,8 @@ tqdm = "^4.66.2"
 [package.source]
 type = "git"
 url = "git@github.com:airbytehq/airbyte-platform-internal"
-reference = "augustin/04-16-connection_retriever_automatically_fetch_connections_for_testing"
-resolved_reference = "e78ff1bed6dbc55dcd6a549fa212be566804bcaa"
+reference = "HEAD"
+resolved_reference = "d29ccdab38d63187066e5e8b9ae14e49d7ab697f"
 subdirectory = "tools/connection-retriever"
 
 [[package]]
@@ -940,13 +940,13 @@ xmod = "*"
 
 [[package]]
 name = "exceptiongroup"
-version = "1.2.0"
+version = "1.2.1"
 description = "Backport of PEP 654 (exception groups)"
 optional = false
 python-versions = ">=3.7"
 files = [
-    {file = "exceptiongroup-1.2.0-py3-none-any.whl", hash = "sha256:4bfd3996ac73b41e9b9628b04e079f193850720ea5945fc96a08633c66912f14"},
-    {file = "exceptiongroup-1.2.0.tar.gz", hash = "sha256:91f5c769735f051a4290d52edd0858999b57e5876e9f85937691bd4c9fa3ed68"},
+    {file = "exceptiongroup-1.2.1-py3-none-any.whl", hash = "sha256:5258b9ed329c5bbdd31a309f53cbfb0b155341807f6ff7606a1e801a891b29ad"},
+    {file = "exceptiongroup-1.2.1.tar.gz", hash = "sha256:a4785e48b045528f5bfe627b6ad554ff32def154f42372786903b7abcfe1aa16"},
 ]
 
 [package.extras]
@@ -1176,13 +1176,13 @@ protobuf = ">=3.19.5,<3.20.0 || >3.20.0,<3.20.1 || >3.20.1,<4.21.1 || >4.21.1,<4
 
 [[package]]
 name = "google-cloud-bigquery"
-version = "3.20.1"
+version = "3.21.0"
 description = "Google BigQuery API client library"
 optional = false
 python-versions = ">=3.7"
 files = [
-    {file = "google-cloud-bigquery-3.20.1.tar.gz", hash = "sha256:318aa3abab5f1900ee24f63ba8bd02b9cdafaa942d738b4dc14a4ef2cc2d925f"},
-    {file = "google_cloud_bigquery-3.20.1-py2.py3-none-any.whl", hash = "sha256:d3e62fe61138c658b8853c402e2d8fb9346c84e602e21e3a26584be10fc5b0a4"},
+    {file = "google-cloud-bigquery-3.21.0.tar.gz", hash = "sha256:6265c39f9d5bdf50f11cb81a9c2a0605d285df34ac139de0d2333b1250add0ff"},
+    {file = "google_cloud_bigquery-3.21.0-py2.py3-none-any.whl", hash = "sha256:83a090aae16b3a687ef22e7b0a1b551e18da615b1c4855c5f312f198959e7739"},
 ]
 
 [package.dependencies]
@@ -1267,13 +1267,13 @@ protobuf = ">=3.19.5,<3.20.0 || >3.20.0,<3.20.1 || >3.20.1,<4.21.0 || >4.21.0,<4
 
 [[package]]
 name = "google-cloud-secret-manager"
-version = "2.19.0"
+version = "2.20.0"
 description = "Google Cloud Secret Manager API client library"
 optional = false
 python-versions = ">=3.7"
 files = [
-    {file = "google-cloud-secret-manager-2.19.0.tar.gz", hash = "sha256:bb918435835a14eb94785f4d4d9087bdcf1b6de306432d7edaa7d62e7f780c30"},
-    {file = "google_cloud_secret_manager-2.19.0-py2.py3-none-any.whl", hash = "sha256:7dd9ad9ab3e70f9a7fbac432938b702ba23bce1207e9bda86463b6d6b1f5cdbb"},
+    {file = "google-cloud-secret-manager-2.20.0.tar.gz", hash = "sha256:a086a7413aaf4fffbd1c4fe9229ef0ce9bcf48f5a8df5b449c4a32deb5a2cfde"},
+    {file = "google_cloud_secret_manager-2.20.0-py2.py3-none-any.whl", hash = "sha256:c20bf22e59d220c51aa84a1db3411b14b83aa71f788fae8d273c03a4bf3e77ed"},
 ]
 
 [package.dependencies]
@@ -1527,84 +1527,84 @@ protobuf = ">=3.19.5,<3.20.0 || >3.20.0,<3.20.1 || >3.20.1,<4.21.1 || >4.21.1,<4
 
 [[package]]
 name = "grpcio"
-version = "1.62.1"
+version = "1.62.2"
 description = "HTTP/2-based RPC framework"
 optional = false
 python-versions = ">=3.7"
 files = [
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-    {file = "grpcio-1.62.1-cp310-cp310-manylinux_2_17_aarch64.whl", hash = "sha256:b2a0e71b0a2158aa4bce48be9f8f9eb45cbd17c78c7443616d00abbe2a509f6d"},
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 [[package]]
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+    {file = "pyarrow-16.0.0-cp311-cp311-manylinux_2_28_x86_64.whl", hash = "sha256:5448564754c154997bc09e95a44b81b9e31ae918a86c0fcb35c4aa4922756f55"},
+    {file = "pyarrow-16.0.0-cp311-cp311-win_amd64.whl", hash = "sha256:729f7b262aa620c9df8b9967db96c1575e4cfc8c25d078a06968e527b8d6ec05"},
+    {file = "pyarrow-16.0.0-cp312-cp312-macosx_10_15_x86_64.whl", hash = "sha256:fb8065dbc0d051bf2ae2453af0484d99a43135cadabacf0af588a3be81fbbb9b"},
+    {file = "pyarrow-16.0.0-cp312-cp312-macosx_11_0_arm64.whl", hash = "sha256:20ce707d9aa390593ea93218b19d0eadab56390311cb87aad32c9a869b0e958c"},
+    {file = "pyarrow-16.0.0-cp312-cp312-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:5823275c8addbbb50cd4e6a6839952682a33255b447277e37a6f518d6972f4e1"},
+    {file = "pyarrow-16.0.0-cp312-cp312-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:1ab8b9050752b16a8b53fcd9853bf07d8daf19093533e990085168f40c64d978"},
+    {file = "pyarrow-16.0.0-cp312-cp312-manylinux_2_28_aarch64.whl", hash = "sha256:42e56557bc7c5c10d3e42c3b32f6cff649a29d637e8f4e8b311d334cc4326730"},
+    {file = "pyarrow-16.0.0-cp312-cp312-manylinux_2_28_x86_64.whl", hash = "sha256:2a7abdee4a4a7cfa239e2e8d721224c4b34ffe69a0ca7981354fe03c1328789b"},
+    {file = "pyarrow-16.0.0-cp312-cp312-win_amd64.whl", hash = "sha256:ef2f309b68396bcc5a354106741d333494d6a0d3e1951271849787109f0229a6"},
+    {file = "pyarrow-16.0.0-cp38-cp38-macosx_10_15_x86_64.whl", hash = "sha256:ed66e5217b4526fa3585b5e39b0b82f501b88a10d36bd0d2a4d8aa7b5a48e2df"},
+    {file = "pyarrow-16.0.0-cp38-cp38-macosx_11_0_arm64.whl", hash = "sha256:cc8814310486f2a73c661ba8354540f17eef51e1b6dd090b93e3419d3a097b3a"},
+    {file = "pyarrow-16.0.0-cp38-cp38-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:3c2f5e239db7ed43e0ad2baf46a6465f89c824cc703f38ef0fde927d8e0955f7"},
+    {file = "pyarrow-16.0.0-cp38-cp38-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:f293e92d1db251447cb028ae12f7bc47526e4649c3a9924c8376cab4ad6b98bd"},
+    {file = "pyarrow-16.0.0-cp38-cp38-manylinux_2_28_aarch64.whl", hash = "sha256:dd9334a07b6dc21afe0857aa31842365a62eca664e415a3f9536e3a8bb832c07"},
+    {file = "pyarrow-16.0.0-cp38-cp38-manylinux_2_28_x86_64.whl", hash = "sha256:d91073d1e2fef2c121154680e2ba7e35ecf8d4969cc0af1fa6f14a8675858159"},
+    {file = "pyarrow-16.0.0-cp38-cp38-win_amd64.whl", hash = "sha256:71d52561cd7aefd22cf52538f262850b0cc9e4ec50af2aaa601da3a16ef48877"},
+    {file = "pyarrow-16.0.0-cp39-cp39-macosx_10_15_x86_64.whl", hash = "sha256:b93c9a50b965ee0bf4fef65e53b758a7e8dcc0c2d86cebcc037aaaf1b306ecc0"},
+    {file = "pyarrow-16.0.0-cp39-cp39-macosx_11_0_arm64.whl", hash = "sha256:d831690844706e374c455fba2fb8cfcb7b797bfe53ceda4b54334316e1ac4fa4"},
+    {file = "pyarrow-16.0.0-cp39-cp39-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:35692ce8ad0b8c666aa60f83950957096d92f2a9d8d7deda93fb835e6053307e"},
+    {file = "pyarrow-16.0.0-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:9dd3151d098e56f16a8389c1247137f9e4c22720b01c6f3aa6dec29a99b74d80"},
+    {file = "pyarrow-16.0.0-cp39-cp39-manylinux_2_28_aarch64.whl", hash = "sha256:bd40467bdb3cbaf2044ed7a6f7f251c8f941c8b31275aaaf88e746c4f3ca4a7a"},
+    {file = "pyarrow-16.0.0-cp39-cp39-manylinux_2_28_x86_64.whl", hash = "sha256:00a1dcb22ad4ceb8af87f7bd30cc3354788776c417f493089e0a0af981bc8d80"},
+    {file = "pyarrow-16.0.0-cp39-cp39-win_amd64.whl", hash = "sha256:fda9a7cebd1b1d46c97b511f60f73a5b766a6de4c5236f144f41a5d5afec1f35"},
+    {file = "pyarrow-16.0.0.tar.gz", hash = "sha256:59bb1f1edbbf4114c72415f039f1359f1a57d166a331c3229788ccbfbb31689a"},
+]
+
+[package.dependencies]
+numpy = ">=1.16.6"
 
 [[package]]
 name = "pyasn1"
@@ -2950,6 +2952,7 @@ files = [
     {file = "PyYAML-6.0.1-cp311-cp311-win_amd64.whl", hash = "sha256:bf07ee2fef7014951eeb99f56f39c9bb4af143d8aa3c21b1677805985307da34"},
     {file = "PyYAML-6.0.1-cp312-cp312-macosx_10_9_x86_64.whl", hash = "sha256:855fb52b0dc35af121542a76b9a84f8d1cd886ea97c84703eaa6d88e37a2ad28"},
     {file = "PyYAML-6.0.1-cp312-cp312-macosx_11_0_arm64.whl", hash = "sha256:40df9b996c2b73138957fe23a16a4f0ba614f4c0efce1e9406a184b6d07fa3a9"},
+    {file = "PyYAML-6.0.1-cp312-cp312-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:a08c6f0fe150303c1c6b71ebcd7213c2858041a7e01975da3a99aed1e7a378ef"},
     {file = "PyYAML-6.0.1-cp312-cp312-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:6c22bec3fbe2524cde73d7ada88f6566758a8f7227bfbf93a408a9d86bcc12a0"},
     {file = "PyYAML-6.0.1-cp312-cp312-musllinux_1_1_x86_64.whl", hash = "sha256:8d4e9c88387b0f5c7d5f281e55304de64cf7f9c0021a3525bd3b1c542da3b0e4"},
     {file = "PyYAML-6.0.1-cp312-cp312-win32.whl", hash = "sha256:d483d2cdf104e7c9fa60c544d92981f12ad66a457afae824d146093b8c294c54"},
@@ -3560,17 +3563,17 @@ files = [
 
 [[package]]
 name = "websocket-client"
-version = "1.7.0"
+version = "1.8.0"
 description = "WebSocket client for Python with low level API options"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "websocket-client-1.7.0.tar.gz", hash = "sha256:10e511ea3a8c744631d3bd77e61eb17ed09304c413ad42cf6ddfa4c7787e8fe6"},
-    {file = "websocket_client-1.7.0-py3-none-any.whl", hash = "sha256:f4c3d22fec12a2461427a29957ff07d35098ee2d976d3ba244e688b8b4057588"},
+    {file = "websocket_client-1.8.0-py3-none-any.whl", hash = "sha256:17b44cc997f5c498e809b22cdf2d9c7a9e71c02c8cc2b6c56e7c2d1239bfa526"},
+    {file = "websocket_client-1.8.0.tar.gz", hash = "sha256:3239df9f44da632f96012472805d40a23281a991027ce11d2f45a6f24ac4c3da"},
 ]
 
 [package.extras]
-docs = ["Sphinx (>=6.0)", "sphinx-rtd-theme (>=1.1.0)"]
+docs = ["Sphinx (>=6.0)", "myst-parser (>=2.0.0)", "sphinx-rtd-theme (>=1.1.0)"]
 optional = ["python-socks", "wsaccel"]
 test = ["websockets"]
 
@@ -3783,4 +3786,4 @@ cffi = ["cffi (>=1.11)"]
 [metadata]
 lock-version = "2.0"
 python-versions = "^3.10,<3.12"
-content-hash = "f1f2107fe0456326deb5c0c0affdebeaf78049bd7bd931e9ff4b7665dccbd759"
+content-hash = "c23821b61ee592ec43f11c22e1e3b5eb597eefe17265fc546e4fabffed697a05"
diff --git a/airbyte-ci/connectors/live-tests/pyproject.toml b/airbyte-ci/connectors/live-tests/pyproject.toml
index 4317e5dd7fbd..b399319e88a0 100644
--- a/airbyte-ci/connectors/live-tests/pyproject.toml
+++ b/airbyte-ci/connectors/live-tests/pyproject.toml
@@ -57,8 +57,11 @@ select = ["I", "F"]
 known-first-party = ["connection-retriever"]
 
 [tool.poe.tasks]
-format = "ruff format src"
 test = "pytest tests"
-lint = "ruff check src"
 type_check = "mypy src --disallow-untyped-defs"
-pre-push = ["format", "lint", "test", "type_check"]
+pre-push = []
+
+[tool.airbyte_ci]
+optional_poetry_groups = ["dev"]
+poe_tasks = []
+required_environment_variables = ["DOCKER_HUB_USERNAME", "DOCKER_HUB_PASSWORD"]
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/cli.py b/airbyte-ci/connectors/live-tests/src/live_tests/cli.py
index 5c7e22e56dad..f23da702fe0b 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/cli.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/cli.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import asyncclick as click
 from live_tests.debug.cli import debug_cmd
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/__init__.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/__init__.py
index 177ff35cf687..62501987fb84 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/__init__.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/__init__.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 from .base_backend import BaseBackend
 from .duckdb_backend import DuckDbBackend
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/base_backend.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/base_backend.py
index f009b8272275..50a0209655cb 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/base_backend.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/base_backend.py
@@ -1,7 +1,8 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 from abc import ABC, abstractmethod
-from typing import Iterable
+from collections.abc import Iterable
 
 from airbyte_protocol.models import AirbyteMessage  # type: ignore
 
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/duckdb_backend.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/duckdb_backend.py
index 41f7518d3ae5..cd6d61ee5d6c 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/duckdb_backend.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/duckdb_backend.py
@@ -1,10 +1,11 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
-
+from __future__ import annotations
 
 import logging
 import re
+from collections.abc import Iterable
 from pathlib import Path
-from typing import Iterable, Optional
+from typing import Optional
 
 import duckdb
 from airbyte_protocol.models import AirbyteMessage  # type: ignore
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/file_backend.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/file_backend.py
index 72620d3de502..a4d0b57c910a 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/file_backend.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/backends/file_backend.py
@@ -1,9 +1,11 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import json
 import logging
+from collections.abc import Iterable
 from pathlib import Path
-from typing import Any, Dict, Iterable, TextIO, Tuple
+from typing import Any, TextIO
 
 from airbyte_protocol.models import AirbyteMessage  # type: ignore
 from airbyte_protocol.models import Type as AirbyteMessageType
@@ -13,7 +15,7 @@
 
 
 class FileDescriptorLRUCache(LRUCache):
-    def popitem(self) -> Tuple[Any, Any]:
+    def popitem(self) -> tuple[Any, Any]:
         filepath, fd = LRUCache.popitem(self)
         fd.close()  # type: ignore  # Close the file descriptor when it's evicted from the cache
         return filepath, fd
@@ -34,8 +36,8 @@ def __init__(self, output_directory: Path):
         self._output_directory = output_directory
         self.record_per_stream_directory = self._output_directory / "records_per_stream"
         self.record_per_stream_directory.mkdir(exist_ok=True, parents=True)
-        self.record_per_stream_paths: Dict[str, Path] = {}
-        self.record_per_stream_paths_data_only: Dict[str, Path] = {}
+        self.record_per_stream_paths: dict[str, Path] = {}
+        self.record_per_stream_paths_data_only: dict[str, Path] = {}
 
     @property
     def jsonl_specs_path(self) -> Path:
@@ -101,14 +103,14 @@ def _open_file(path: Path) -> TextIO:
                 if not isinstance(_message, AirbyteMessage):
                     continue
                 filepaths, messages = self._get_filepaths_and_messages(_message)
-                for filepath, message in zip(filepaths, messages):
+                for filepath, message in zip(filepaths, messages, strict=False):
                     _open_file(self._output_directory / filepath).write(f"{message}\n")
             logging.info("Finished writing airbyte messages to disk")
         finally:
             for f in self.CACHE.values():
                 f.close()
 
-    def _get_filepaths_and_messages(self, message: AirbyteMessage) -> Tuple[Tuple[str, ...], Tuple[str, ...]]:
+    def _get_filepaths_and_messages(self, message: AirbyteMessage) -> tuple[tuple[str, ...], tuple[str, ...]]:
         if message.type == AirbyteMessageType.CATALOG:
             return (self.RELATIVE_CATALOGS_PATH,), (message.catalog.json(),)
 
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/connection_objects_retrieval.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/connection_objects_retrieval.py
index e9e263696e58..1d8e75253e62 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/connection_objects_retrieval.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/connection_objects_retrieval.py
@@ -1,10 +1,11 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import json
 import logging
 import os
 from pathlib import Path
-from typing import Dict, Optional, Set
+from typing import Optional
 
 import rich
 from connection_retriever import ConnectionObject, retrieve_objects  # type: ignore
@@ -16,7 +17,7 @@
 console = rich.get_console()
 
 
-def parse_config(config: Dict | str | None) -> Optional[SecretDict]:
+def parse_config(config: dict | str | None) -> Optional[SecretDict]:
     if not config:
         return None
     if isinstance(config, str):
@@ -25,7 +26,7 @@ def parse_config(config: Dict | str | None) -> Optional[SecretDict]:
         return SecretDict(config)
 
 
-def parse_catalog(catalog: Dict | str | None) -> Optional[AirbyteCatalog]:
+def parse_catalog(catalog: dict | str | None) -> Optional[AirbyteCatalog]:
     if not catalog:
         return None
     if isinstance(catalog, str):
@@ -35,7 +36,7 @@ def parse_catalog(catalog: Dict | str | None) -> Optional[AirbyteCatalog]:
 
 
 def parse_configured_catalog(
-    configured_catalog: Dict | str | None, selected_streams: Set[str] | None = None
+    configured_catalog: dict | str | None, selected_streams: set[str] | None = None
 ) -> Optional[ConfiguredAirbyteCatalog]:
     if not configured_catalog:
         return None
@@ -48,7 +49,7 @@ def parse_configured_catalog(
     return catalog
 
 
-def parse_state(state: Dict | str | None) -> Optional[Dict]:
+def parse_state(state: dict | str | None) -> Optional[dict]:
     if not state:
         return None
     if isinstance(state, str):
@@ -61,11 +62,11 @@ def get_connector_config_from_path(config_path: Path) -> Optional[SecretDict]:
     return parse_config(config_path.read_text())
 
 
-def get_state_from_path(state_path: Path) -> Optional[Dict]:
+def get_state_from_path(state_path: Path) -> Optional[dict]:
     return parse_state(state_path.read_text())
 
 
-def get_configured_catalog_from_path(path: Path, selected_streams: Optional[Set[str]] = None) -> Optional[ConfiguredAirbyteCatalog]:
+def get_configured_catalog_from_path(path: Path, selected_streams: Optional[set[str]] = None) -> Optional[ConfiguredAirbyteCatalog]:
     return parse_configured_catalog(path.read_text(), selected_streams)
 
 
@@ -83,7 +84,7 @@ def get_configured_catalog_from_path(path: Path, selected_streams: Optional[Set[
 
 
 def get_connection_objects(
-    requested_objects: Set[ConnectionObject],
+    requested_objects: set[ConnectionObject],
     connection_id: Optional[str],
     custom_config_path: Optional[Path],
     custom_configured_catalog_path: Optional[Path],
@@ -92,7 +93,7 @@ def get_connection_objects(
     fail_if_missing_objects: bool = True,
     connector_image: Optional[str] = None,
     auto_select_connection: bool = False,
-    selected_streams: Optional[Set[str]] = None,
+    selected_streams: Optional[set[str]] = None,
 ) -> ConnectionObjects:
     """This function retrieves the connection objects values.
     It checks that the required objects are available and raises a UsageError if they are not.
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/connector_runner.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/connector_runner.py
index b7ba8ef8fd08..3e5838dd7d8e 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/connector_runner.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/connector_runner.py
@@ -1,13 +1,14 @@
 #
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
 #
+from __future__ import annotations
 
 import datetime
 import json
 import logging
 import uuid
 from pathlib import Path
-from typing import List, Optional
+from typing import Optional
 
 import anyio
 import asyncer
@@ -39,7 +40,7 @@ def __init__(
         self.actor_id = execution_inputs.actor_id
         self.environment_variables = execution_inputs.environment_variables if execution_inputs.environment_variables else {}
 
-        self.full_command: List[str] = self._get_full_command(execution_inputs.command)
+        self.full_command: list[str] = self._get_full_command(execution_inputs.command)
         self.completion_event = anyio.Event()
         self.http_proxy = http_proxy
         self.logger = logging.getLogger(f"{self.connector_under_test.name}-{self.connector_under_test.version}")
@@ -57,7 +58,7 @@ def stdout_file_path(self) -> Path:
     def stderr_file_path(self) -> Path:
         return (self.output_dir / "stderr.log").resolve()
 
-    def _get_full_command(self, command: Command) -> List[str]:
+    def _get_full_command(self, command: Command) -> list[str]:
         if command is Command.SPEC:
             return ["spec"]
         elif command is Command.CHECK:
@@ -184,7 +185,7 @@ async def _log_progress(self) -> None:
     def format_duration(time_delta: datetime.timedelta) -> str:
         total_seconds = time_delta.total_seconds()
         if total_seconds < 60:
-            return "{:.2f}s".format(total_seconds)
+            return f"{total_seconds:.2f}s"
         minutes = int(total_seconds // 60)
         seconds = int(total_seconds % 60)
-        return "{:02d}mn{:02d}s".format(minutes, seconds)
+        return f"{minutes:02d}mn{seconds:02d}s"
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/errors.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/errors.py
index 402429cfb2d5..cb13b4ab629e 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/errors.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/errors.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 
 class ExportError(Exception):
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/mitm_addons.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/mitm_addons.py
index d650c843f217..5bcfce2dafd5 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/mitm_addons.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/mitm_addons.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 from urllib.parse import parse_qs, urlencode, urlparse
 
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/models.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/models.py
index f6b6acefff95..6b0a6b406a28 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/models.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/models.py
@@ -5,17 +5,18 @@
 import logging
 import tempfile
 from collections import defaultdict
+from collections.abc import Iterable, Iterator, MutableMapping
 from dataclasses import dataclass, field
 from enum import Enum
 from pathlib import Path
-from typing import Any, Dict, Iterable, Iterator, List, MutableMapping, Optional, Type
+from typing import Any, Optional
 
 import _collections_abc
 import dagger
 import requests
-
-# type: ignore
-from airbyte_protocol.models import AirbyteCatalog, AirbyteMessage, ConfiguredAirbyteCatalog  # type: ignore
+from airbyte_protocol.models import AirbyteCatalog  # type: ignore
+from airbyte_protocol.models import AirbyteMessage  # type: ignore
+from airbyte_protocol.models import ConfiguredAirbyteCatalog  # type: ignore
 from airbyte_protocol.models import Type as AirbyteMessageType
 from genson import SchemaBuilder  # type: ignore
 from live_tests.commons.backends import DuckDbBackend, FileBackend
@@ -174,7 +175,7 @@ def actor_type(self) -> ActorType:
 
     @classmethod
     async def from_image_name(
-        cls: Type[ConnectorUnderTest],
+        cls: type[ConnectorUnderTest],
         dagger_client: dagger.Client,
         image_name: str,
         target_or_control: TargetOrControl,
@@ -191,8 +192,8 @@ class ExecutionInputs:
     command: Command
     config: Optional[SecretDict] = None
     configured_catalog: Optional[ConfiguredAirbyteCatalog] = None
-    state: Optional[Dict] = None
-    environment_variables: Optional[Dict] = None
+    state: Optional[dict] = None
+    environment_variables: Optional[dict] = None
     duckdb_path: Optional[Path] = None
 
     def raise_if_missing_attr_for_command(self, attribute: str) -> None:
@@ -232,8 +233,8 @@ class ExecutionResult:
     success: bool
     executed_container: Optional[dagger.Container]
     http_dump: Optional[dagger.File] = None
-    http_flows: List[http.HTTPFlow] = field(default_factory=list)
-    stream_schemas: Optional[Dict[str, Any]] = None
+    http_flows: list[http.HTTPFlow] = field(default_factory=list)
+    stream_schemas: Optional[dict[str, Any]] = None
     backend: Optional[FileBackend] = None
 
     HTTP_DUMP_FILE_NAME = "http_dump.mitm"
@@ -253,7 +254,7 @@ def duckdb_schema(self) -> Iterable[str]:
 
     @classmethod
     async def load(
-        cls: Type[ExecutionResult],
+        cls: type[ExecutionResult],
         connector_under_test: ConnectorUnderTest,
         actor_id: str,
         command: Command,
@@ -286,7 +287,7 @@ async def load_http_flows(self) -> None:
     def parse_airbyte_messages_from_command_output(
         self, command_output_path: Path, log_validation_errors: bool = False
     ) -> Iterable[AirbyteMessage]:
-        with open(command_output_path, "r") as command_output:
+        with open(command_output_path) as command_output:
             for line in command_output:
                 try:
                     yield AirbyteMessage.parse_raw(line)
@@ -302,9 +303,9 @@ def get_records(self) -> Iterable[AirbyteMessage]:
             if message.type is AirbyteMessageType.RECORD:
                 yield message
 
-    def generate_stream_schemas(self) -> Dict[str, Any]:
+    def generate_stream_schemas(self) -> dict[str, Any]:
         self.logger.info("Generating stream schemas")
-        stream_builders: Dict[str, SchemaBuilder] = {}
+        stream_builders: dict[str, SchemaBuilder] = {}
         for record in self.get_records():
             stream = record.record.stream
             if stream not in stream_builders:
@@ -328,8 +329,8 @@ def get_records_per_stream(self, stream: str) -> Iterator[AirbyteMessage]:
                 if message.type is AirbyteMessageType.RECORD:
                     yield message
 
-    def get_message_count_per_type(self) -> Dict[AirbyteMessageType, int]:
-        message_count: Dict[AirbyteMessageType, int] = defaultdict(int)
+    def get_message_count_per_type(self) -> dict[AirbyteMessageType, int]:
+        message_count: dict[AirbyteMessageType, int] = defaultdict(int)
         for message in self.airbyte_messages:
             message_count[message.type] += 1
         return message_count
@@ -376,7 +377,7 @@ async def save_artifacts(self, output_dir: Path, duckdb_path: Optional[Path] = N
         self.save_stream_schemas(output_dir)
         self.logger.info("All artifacts saved to disk")
 
-    def get_updated_configuration(self, control_message_path: Path) -> Optional[Dict[str, Any]]:
+    def get_updated_configuration(self, control_message_path: Path) -> Optional[dict[str, Any]]:
         """Iterate through the control messages to find CONNECTOR_CONFIG message and return the last updated configuration."""
         if not control_message_path.exists():
             return None
@@ -403,7 +404,7 @@ def update_configuration(self) -> None:
         payload = {
             "configuration": {
                 **updated_configuration,
-                **{f"{self.connector_under_test.actor_type.value}Type": self.connector_under_test.name_without_type_prefix},
+                f"{self.connector_under_test.actor_type.value}Type": self.connector_under_test.name_without_type_prefix,
             }
         }
         headers = {
@@ -427,7 +428,7 @@ class ConnectionObjects:
     destination_config: Optional[SecretDict]
     configured_catalog: Optional[ConfiguredAirbyteCatalog]
     catalog: Optional[AirbyteCatalog]
-    state: Optional[Dict]
+    state: Optional[dict]
     workspace_id: Optional[str]
     source_id: Optional[str]
     destination_id: Optional[str]
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/proxy.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/proxy.py
index a50f7f4c3780..4627b1024ee8 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/proxy.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/proxy.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import logging
 import uuid
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/secret_access.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/secret_access.py
index 1545cc8ce25b..260953e1971c 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/secret_access.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/secret_access.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import logging
 
@@ -26,7 +27,7 @@ def get_secret_value(secret_manager_client: secretmanager.SecretManagerServiceCl
         response = secret_manager_client.access_secret_version(name=enabled_version.name)
         return response.payload.data.decode("UTF-8")
     except PermissionDenied as e:
-        logging.error(
+        logging.exception(
             f"Permission denied while trying to access secret {secret_id}. Please write to #dev-extensibility in Airbyte Slack for help.",
             exc_info=e,
         )
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/segment_tracking.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/segment_tracking.py
index 7427cf73eca9..a57a2aa542bb 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/segment_tracking.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/segment_tracking.py
@@ -1,11 +1,12 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import logging
 import os
 from importlib.metadata import version
-from typing import Any, Dict
+from typing import Any, Optional
 
-import segment.analytics as analytics  # type: ignore
+from segment import analytics  # type: ignore
 
 ENABLE_TRACKING = os.getenv("REGRESSION_TEST_DISABLE_TRACKING") is None
 DEBUG_SEGMENT = os.getenv("DEBUG_SEGMENT") is not None
@@ -25,10 +26,14 @@ def on_error(error: Exception, items: Any) -> None:
 
 
 def track_usage(
-    user_id: str,
-    pytest_options: Dict[str, Any],
+    user_id: Optional[str],
+    pytest_options: dict[str, Any],
 ) -> None:
-    analytics.identify(user_id)
+    if user_id:
+        analytics.identify(user_id)
+    else:
+        user_id = "airbyte-ci"
+
     # It contains default pytest option and the custom one passed by the user
     analytics.track(
         user_id,
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/commons/utils.py b/airbyte-ci/connectors/live-tests/src/live_tests/commons/utils.py
index 9e4244c4b20a..a30342f926cf 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/commons/utils.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/commons/utils.py
@@ -1,11 +1,12 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import logging
 import os
 import re
 import shutil
 from pathlib import Path
-from typing import List, Optional
+from typing import Optional
 
 import dagger
 import docker  # type: ignore
@@ -96,10 +97,9 @@ async def get_connector_container(dagger_client: dagger.Client, image_name_with_
     # If a container_id.txt file is available, we'll use it to load the connector container
     # We use a txt file as container ids can be too long to be passed as env vars
     # It's used for dagger-in-dagger use case with airbyte-ci, when the connector container is built via an upstream dagger operation
-    connector_container_id_path = Path("/tmp/container_id.txt")
-    if connector_container_id_path.exists():
-        # If the CONNECTOR_CONTAINER_ID env var is set, we'll use it to load the connector container
-        return await get_container_from_id(dagger_client, connector_container_id_path.read_text())
+    container_id_path = Path("/tmp/container_id.txt")
+    if container_id_path.exists():
+        return await get_container_from_id(dagger_client, container_id_path.read_text())
 
     # If the CONNECTOR_UNDER_TEST_IMAGE_TAR_PATH env var is set, we'll use it to import the connector image from the tarball
     if connector_image_tarball_path := os.environ.get("CONNECTOR_UNDER_TEST_IMAGE_TAR_PATH"):
@@ -114,7 +114,7 @@ async def get_connector_container(dagger_client: dagger.Client, image_name_with_
     return await get_container_from_dockerhub_image(dagger_client, image_name_with_tag)
 
 
-def sh_dash_c(lines: List[str]) -> List[str]:
+def sh_dash_c(lines: list[str]) -> list[str]:
     """Wrap sequence of commands in shell for safe usage of dagger Container's with_exec method."""
     return ["sh", "-c", " && ".join(["set -o xtrace"] + lines)]
 
@@ -125,7 +125,7 @@ def clean_up_artifacts(directory: Path, logger: logging.Logger) -> None:
         logger.info(f"🧹 Test artifacts cleaned up from {directory}")
 
 
-def get_http_flows_from_mitm_dump(mitm_dump_path: Path) -> List[http.HTTPFlow]:
+def get_http_flows_from_mitm_dump(mitm_dump_path: Path) -> list[http.HTTPFlow]:
     """Get http flows from a mitmproxy dump file.
 
     Args:
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/debug/__init__.py b/airbyte-ci/connectors/live-tests/src/live_tests/debug/__init__.py
index 3ffc8dc5255f..d3a001370f73 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/debug/__init__.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/debug/__init__.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import os
 import sys
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/debug/cli.py b/airbyte-ci/connectors/live-tests/src/live_tests/debug/cli.py
index 37556ec7bf54..47f24e3db645 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/debug/cli.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/debug/cli.py
@@ -1,9 +1,10 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import logging
 import textwrap
 from pathlib import Path
-from typing import List, Optional
+from typing import Optional
 
 import asyncclick as click
 import dagger
@@ -65,7 +66,7 @@ async def debug_cmd(
     config_path: Optional[Path],
     catalog_path: Optional[Path],
     state_path: Optional[Path],
-    connector_images: List[str],
+    connector_images: list[str],
 ) -> None:
     if connection_id:
         retrieval_reason = click.prompt("👮‍♂️ Please provide a reason for accessing the connection objects. This will be logged")
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/debug/consts.py b/airbyte-ci/connectors/live-tests/src/live_tests/debug/consts.py
index 855a6c8c5d10..192881be5915 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/debug/consts.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/debug/consts.py
@@ -1,4 +1,5 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 from pathlib import Path
 
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/conftest.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/conftest.py
index 2c45d88c0bdf..3fc758b63b52 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/conftest.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/conftest.py
@@ -6,8 +6,9 @@
 import textwrap
 import time
 import webbrowser
+from collections.abc import AsyncGenerator, AsyncIterable, Callable, Generator, Iterable
 from pathlib import Path
-from typing import TYPE_CHECKING, AsyncGenerator, AsyncIterable, Callable, Dict, Generator, Iterable, List, Optional, Set
+from typing import TYPE_CHECKING, Optional
 
 import dagger
 import pytest
@@ -73,24 +74,46 @@ def pytest_addoption(parser: Parser) -> None:
         help="Automatically select the connection to run the tests on.",
     )
     parser.addoption("--pr-url", help="The URL of the PR you are testing")
-    parser.addoption("--stream", help="The stream to run the tests on. (Can be used multiple times)", action="append")
+    parser.addoption(
+        "--stream",
+        help="The stream to run the tests on. (Can be used multiple times)",
+        action="append",
+    )
+    # Required when running in CI
+    parser.addoption("--run-id", type=str)
+    parser.addoption(
+        "--should-read-with-state",
+        type=bool,
+        help="Whether to run the `read` command with state. \n"
+        "We recommend reading with state to properly test incremental sync. \n"
+        "But if the target version introduces a breaking change in the state, you might want to run without state. \n",
+    )
 
 
 def pytest_configure(config: Config) -> None:
     user_email = get_user_email()
+    config.stash[stash_keys.RUN_IN_AIRBYTE_CI] = bool(os.getenv("RUN_IN_AIRBYTE_CI", False))
+    config.stash[stash_keys.IS_PRODUCTION_CI] = bool(os.getenv("CI", False))
     prompt_for_confirmation(user_email)
-    track_usage(user_email, vars(config.option))
+    track_usage(
+        "production-ci"
+        if config.stash[stash_keys.IS_PRODUCTION_CI]
+        else "local-ci"
+        if config.stash[stash_keys.RUN_IN_AIRBYTE_CI]
+        else user_email,
+        vars(config.option),
+    )
     config.stash[stash_keys.AIRBYTE_API_KEY] = get_airbyte_api_key()
     config.stash[stash_keys.USER] = user_email
-    start_timestamp = int(time.time())
-    test_artifacts_directory = MAIN_OUTPUT_DIRECTORY / f"session_{start_timestamp}"
+    config.stash[stash_keys.SESSION_RUN_ID] = config.getoption("--run-id") or str(int(time.time()))
+    test_artifacts_directory = get_artifacts_directory(config)
     duckdb_path = test_artifacts_directory / "duckdb.db"
     config.stash[stash_keys.DUCKDB_PATH] = duckdb_path
     test_artifacts_directory.mkdir(parents=True, exist_ok=True)
     dagger_log_path = test_artifacts_directory / "dagger.log"
     config.stash[stash_keys.IS_PERMITTED_BOOL] = False
     report_path = test_artifacts_directory / "report.html"
-    config.stash[stash_keys.SESSION_START_TIMESTAMP] = start_timestamp
+
     config.stash[stash_keys.TEST_ARTIFACT_DIRECTORY] = test_artifacts_directory
     dagger_log_path.touch()
     config.stash[stash_keys.DAGGER_LOG_PATH] = dagger_log_path
@@ -103,8 +126,15 @@ def pytest_configure(config: Config) -> None:
     custom_state_path = config.getoption("--state-path")
     config.stash[stash_keys.SELECTED_STREAMS] = set(config.getoption("--stream") or [])
 
-    config.stash[stash_keys.SHOULD_READ_WITH_STATE] = prompt_for_read_with_or_without_state()
+    if config.stash[stash_keys.RUN_IN_AIRBYTE_CI]:
+        config.stash[stash_keys.SHOULD_READ_WITH_STATE] = bool(get_option_or_fail(config, "--should-read-with-state"))
+    elif _should_read_with_state := config.getoption("--should-read-with-state"):
+        config.stash[stash_keys.SHOULD_READ_WITH_STATE] = _should_read_with_state
+    else:
+        config.stash[stash_keys.SHOULD_READ_WITH_STATE] = prompt_for_read_with_or_without_state()
+
     retrieval_reason = f"Running regression tests on connection for connector {config.stash[stash_keys.CONNECTOR_IMAGE]} on target versions ({config.stash[stash_keys.TARGET_VERSION]})."
+
     try:
         config.stash[stash_keys.CONNECTION_OBJECTS] = get_connection_objects(
             {
@@ -155,7 +185,12 @@ def pytest_configure(config: Config) -> None:
     webbrowser.open_new_tab(config.stash[stash_keys.REPORT].path.resolve().as_uri())
 
 
-def pytest_collection_modifyitems(config: pytest.Config, items: List[pytest.Item]) -> None:
+def get_artifacts_directory(config: pytest.Config) -> Path:
+    run_id = config.stash[stash_keys.SESSION_RUN_ID]
+    return MAIN_OUTPUT_DIRECTORY / f"session_{run_id}"
+
+
+def pytest_collection_modifyitems(config: pytest.Config, items: list[pytest.Item]) -> None:
     for item in items:
         if config.stash[stash_keys.SHOULD_READ_WITH_STATE] and "without_state" in item.keywords:
             item.add_marker(pytest.mark.skip(reason="Test is marked with without_state marker"))
@@ -176,18 +211,19 @@ def pytest_terminal_summary(terminalreporter: SugarTerminalReporter, exitstatus:
         f"All tests artifacts for this sessions should be available in {config.stash[stash_keys.TEST_ARTIFACT_DIRECTORY].resolve()}"
     )
 
-    try:
-        Prompt.ask(
-            textwrap.dedent(
-                """
-            Test artifacts will be destroyed after this prompt. 
-            Press enter when you're done reading them.
-            🚨 Do not copy them elsewhere on your disk!!! 🚨
-            """
+    if not config.stash[stash_keys.RUN_IN_AIRBYTE_CI]:
+        try:
+            Prompt.ask(
+                textwrap.dedent(
+                    """
+                    Test artifacts will be destroyed after this prompt.
+                    Press enter when you're done reading them.
+                    🚨 Do not copy them elsewhere on your disk!!! 🚨
+                    """
+                )
             )
-        )
-    finally:
-        clean_up_artifacts(MAIN_OUTPUT_DIRECTORY, LOGGER)
+        finally:
+            clean_up_artifacts(MAIN_OUTPUT_DIRECTORY, LOGGER)
 
 
 def pytest_keyboard_interrupt(excinfo: Exception) -> None:
@@ -200,13 +236,7 @@ def pytest_runtest_makereport(item: pytest.Item, call: pytest.CallInfo) -> Gener
     outcome = yield
     report = outcome.get_result()
     # This is to add skipped or failed tests due to upstream fixture failures on setup
-    if report.outcome in ["failed", "skipped"]:
-        item.config.stash[stash_keys.REPORT].add_test_result(
-            report,
-            item.function.__doc__,  # type: ignore
-        )
-
-    elif report.when == "call":
+    if report.outcome in ["failed", "skipped"] or report.when == "call":
         item.config.stash[stash_keys.REPORT].add_test_result(
             report,
             item.function.__doc__,  # type: ignore
@@ -267,11 +297,6 @@ def anyio_backend() -> str:
     return "asyncio"
 
 
-@pytest.fixture(scope="session")
-def session_start_timestamp(request: SubRequest) -> int:
-    return request.config.stash[stash_keys.SESSION_START_TIMESTAMP]
-
-
 @pytest.fixture(scope="session")
 def test_artifacts_directory(request: SubRequest) -> Path:
     return request.config.stash[stash_keys.TEST_ARTIFACT_DIRECTORY]
@@ -318,12 +343,12 @@ def actor_id(connection_objects: ConnectionObjects, control_connector: Connector
 
 
 @pytest.fixture(scope="session")
-def selected_streams(request: SubRequest) -> Set[str]:
+def selected_streams(request: SubRequest) -> set[str]:
     return request.config.stash[stash_keys.SELECTED_STREAMS]
 
 
 @pytest.fixture(scope="session")
-def configured_catalog(connection_objects: ConnectionObjects, selected_streams: Optional[Set[str]]) -> ConfiguredAirbyteCatalog:
+def configured_catalog(connection_objects: ConnectionObjects, selected_streams: Optional[set[str]]) -> ConfiguredAirbyteCatalog:
     if not connection_objects.configured_catalog:
         pytest.skip("Catalog is not provided. The catalog fixture can't be used.")
     assert connection_objects.configured_catalog is not None
@@ -333,8 +358,8 @@ def configured_catalog(connection_objects: ConnectionObjects, selected_streams:
 @pytest.fixture(scope="session", autouse=True)
 def primary_keys_per_stream(
     configured_catalog: ConfiguredAirbyteCatalog,
-) -> Dict[str, Optional[List[str]]]:
-    return {stream.stream.name: stream.primary_key[0] if getattr(stream, "primary_key") else None for stream in configured_catalog.streams}
+) -> dict[str, Optional[list[str]]]:
+    return {stream.stream.name: stream.primary_key[0] if stream.primary_key else None for stream in configured_catalog.streams}
 
 
 @pytest.fixture(scope="session")
@@ -345,7 +370,7 @@ def configured_streams(
 
 
 @pytest.fixture(scope="session")
-def state(connection_objects: ConnectionObjects) -> Optional[Dict]:
+def state(connection_objects: ConnectionObjects) -> Optional[dict]:
     return connection_objects.state
 
 
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/consts.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/consts.py
index 3ece4d135814..16bfc69e55bd 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/consts.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/consts.py
@@ -1,3 +1,4 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 MAX_LINES_IN_REPORT = 1000
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/report.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/report.py
index 65281933e30d..3ab42032e3ba 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/report.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/report.py
@@ -5,10 +5,11 @@
 import datetime
 import json
 from collections import defaultdict
+from collections.abc import Iterable, MutableMapping
 from copy import deepcopy
 from enum import Enum
 from pathlib import Path
-from typing import TYPE_CHECKING, Any, Dict, Iterable, List, MutableMapping, Optional, Set, Tuple
+from typing import TYPE_CHECKING, Any, Optional
 
 import requests
 import yaml
@@ -42,12 +43,12 @@ def __init__(self, path: Path, pytest_config: Config) -> None:
         self.secret_properties = self.get_secret_properties()
         self.created_at = datetime.datetime.utcnow()
         self.updated_at = self.created_at
-        self.control_execution_results_per_command: Dict[Command, ExecutionResult] = {}
-        self.target_execution_results_per_command: Dict[Command, ExecutionResult] = {}
-        self.test_results: List[Dict[str, Any]] = []
+        self.control_execution_results_per_command: dict[Command, ExecutionResult] = {}
+        self.target_execution_results_per_command: dict[Command, ExecutionResult] = {}
+        self.test_results: list[dict[str, Any]] = []
         self.update(ReportState.INITIALIZING)
 
-    def get_secret_properties(self) -> List:
+    def get_secret_properties(self) -> list:
         response = requests.get(self.SPEC_SECRET_MASK_URL)
         response.raise_for_status()
         return yaml.safe_load(response.text)["properties"]
@@ -66,7 +67,7 @@ def add_target_execution_result(self, target_execution_result: ExecutionResult)
         self.update()
 
     def add_test_result(self, test_report: pytest.TestReport, test_documentation: Optional[str] = None) -> None:
-        cut_properties: List[Tuple[str, str]] = []
+        cut_properties: list[tuple[str, str]] = []
         for property_name, property_value in test_report.user_properties:
             if len(str(property_value).splitlines()) > MAX_LINES_IN_REPORT:
                 cut_property_name = f"{property_name} (truncated)"
@@ -141,7 +142,7 @@ def scrub_secrets_from_config(self, to_scrub: MutableMapping) -> MutableMapping:
         return to_scrub
 
     ### REPORT CONTENT HELPERS ###
-    def get_stream_coverage_metrics(self) -> Dict[str, str]:
+    def get_stream_coverage_metrics(self) -> dict[str, str]:
         configured_catalog_stream_count = (
             len(self.connection_objects.configured_catalog.streams) if self.connection_objects.configured_catalog else 0
         )
@@ -154,12 +155,13 @@ def get_stream_coverage_metrics(self) -> Dict[str, str]:
 
     def get_record_count_per_stream(
         self,
-    ) -> Dict[Command, Dict[str, Dict[str, int] | int]]:
-        record_count_per_command_and_stream: Dict[Command, Dict[str, Dict[str, int] | int]] = {}
+    ) -> dict[Command, dict[str, dict[str, int] | int]]:
+        record_count_per_command_and_stream: dict[Command, dict[str, dict[str, int] | int]] = {}
 
         for control_result, target_result in zip(
             self.control_execution_results_per_command.values(),
             self.target_execution_results_per_command.values(),
+            strict=False,
         ):
             per_stream_count = defaultdict(lambda: {"control": 0, "target": 0})  # type: ignore
             for result, source in [
@@ -176,8 +178,8 @@ def get_record_count_per_stream(
 
         return record_count_per_command_and_stream
 
-    def get_untested_streams(self) -> List[str]:
-        streams_with_data: Set[str] = set()
+    def get_untested_streams(self) -> list[str]:
+        streams_with_data: set[str] = set()
         for stream_count in self.get_record_count_per_stream().values():
             streams_with_data.update(stream_count.keys())
 
@@ -185,7 +187,7 @@ def get_untested_streams(self) -> List[str]:
 
         return [stream.name for stream in catalog_streams if stream.name not in streams_with_data]
 
-    def get_selected_streams(self) -> Dict[str, Dict[str, SyncMode | bool]]:
+    def get_selected_streams(self) -> dict[str, dict[str, SyncMode | bool]]:
         untested_streams = self.get_untested_streams()
         return (
             {
@@ -202,16 +204,16 @@ def get_selected_streams(self) -> Dict[str, Dict[str, SyncMode | bool]]:
             else {}
         )
 
-    def get_sync_mode_coverage(self) -> Dict[SyncMode, int]:
-        count_per_sync_mode: Dict[SyncMode, int] = defaultdict(int)
+    def get_sync_mode_coverage(self) -> dict[SyncMode, int]:
+        count_per_sync_mode: dict[SyncMode, int] = defaultdict(int)
         for s in self.get_selected_streams().values():
             count_per_sync_mode[s["sync_mode"]] += 1
         return count_per_sync_mode
 
     def get_message_count_per_type(
         self,
-    ) -> Tuple[List[Command], Dict[Type, Dict[Command, Dict[str, int]]]]:
-        message_count_per_type_and_command: Dict[Type, Dict[Command, Dict[str, int]]] = {}
+    ) -> tuple[list[Command], dict[Type, dict[Command, dict[str, int]]]]:
+        message_count_per_type_and_command: dict[Type, dict[Command, dict[str, int]]] = {}
         all_message_types = set()
         all_commands = set()
         # Gather all message types from both control and target execution reports
@@ -251,12 +253,13 @@ def get_message_count_per_type(
 
     def get_http_metrics_per_command(
         self,
-    ) -> Dict[Command, Dict[str, Dict[str, int | str] | int]]:
-        metrics_per_command: Dict[Command, Dict[str, Dict[str, int | str] | int]] = {}
+    ) -> dict[Command, dict[str, dict[str, int | str] | int]]:
+        metrics_per_command: dict[Command, dict[str, dict[str, int | str] | int]] = {}
 
         for control_result, target_result in zip(
             self.control_execution_results_per_command.values(),
             self.target_execution_results_per_command.values(),
+            strict=False,
         ):
             control_flow_count = len(control_result.http_flows)
             control_all_urls = [f.request.url for f in control_result.http_flows]
@@ -292,7 +295,7 @@ def get_http_metrics_per_command(
 
     def get_requested_urls_per_command(
         self,
-    ) -> Dict[Command, List[Tuple[int, str, str]]]:
+    ) -> dict[Command, list[tuple[int, str, str]]]:
         requested_urls_per_command = {}
         all_commands = sorted(
             list(set(self.control_execution_results_per_command.keys()).union(set(self.target_execution_results_per_command.keys()))),
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/stash_keys.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/stash_keys.py
index b3e3d3db8be0..e5fdb8284187 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/stash_keys.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/stash_keys.py
@@ -1,7 +1,7 @@
 # Copyright (c) 2024 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 from pathlib import Path
-from typing import List, Set
 
 import pytest
 from live_tests.commons.models import ConnectionObjects
@@ -16,13 +16,15 @@
 CONTROL_VERSION = pytest.StashKey[str]()
 DAGGER_LOG_PATH = pytest.StashKey[Path]()
 DUCKDB_PATH = pytest.StashKey[Path]()
-HTTP_DUMP_CACHE_VOLUMES = pytest.StashKey[List]()
+HTTP_DUMP_CACHE_VOLUMES = pytest.StashKey[list]()
+RUN_IN_AIRBYTE_CI = pytest.StashKey[bool]()  # Running in airbyte-ci, locally or in GhA
+IS_PRODUCTION_CI = pytest.StashKey[bool]()  # Running in airbyte-ci in GhA
 IS_PERMITTED_BOOL = pytest.StashKey[bool]()
 PR_URL = pytest.StashKey[str]()
 REPORT = pytest.StashKey[Report]()
 RETRIEVAL_REASONS = pytest.StashKey[str]()
-SELECTED_STREAMS = pytest.StashKey[Set[str]]()
-SESSION_START_TIMESTAMP = pytest.StashKey[int]()
+SELECTED_STREAMS = pytest.StashKey[set[str]]()
+SESSION_RUN_ID = pytest.StashKey[str]()
 SHOULD_READ_WITH_STATE = pytest.StashKey[bool]()
 TARGET_VERSION = pytest.StashKey[str]()
 TEST_ARTIFACT_DIRECTORY = pytest.StashKey[Path]()
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_check.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_check.py
index 7b963f8a2499..b5a3b7b0573c 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_check.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_check.py
@@ -1,7 +1,7 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
-
-from typing import Callable
+from collections.abc import Callable
 
 import pytest
 from airbyte_protocol.models import Status, Type  # type: ignore
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_discover.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_discover.py
index 1c9ea0035a90..e09584b48100 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_discover.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_discover.py
@@ -1,7 +1,8 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
 import json
-from typing import Callable, Dict, Iterable, List
+from collections.abc import Callable, Iterable
 
 import pytest
 from _pytest.fixtures import SubRequest
@@ -99,7 +100,7 @@ def get_catalog(execution_result: ExecutionResult) -> AirbyteCatalog:
             )
 
 
-def _get_filtered_sorted_streams(streams: Dict[str, AirbyteStream], stream_set: Iterable[str], include_target: bool) -> List[Dict]:
+def _get_filtered_sorted_streams(streams: dict[str, AirbyteStream], stream_set: Iterable[str], include_target: bool) -> list[dict]:
     return sorted(
         filter(
             lambda x: (x["name"] in stream_set if include_target else x["name"] not in stream_set),
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_read.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_read.py
index 515b79caa26b..8cfabf84e906 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_read.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_read.py
@@ -2,7 +2,8 @@
 from __future__ import annotations
 
 import json
-from typing import TYPE_CHECKING, Any, Callable, Dict, Generator, Iterable, List, Optional
+from collections.abc import Callable, Generator, Iterable
+from typing import TYPE_CHECKING, Any, Optional
 
 import pytest
 from airbyte_protocol.models import AirbyteMessage  # type: ignore
@@ -38,7 +39,7 @@ async def _check_all_pks_are_produced_in_target_version(
         request: SubRequest,
         record_property: Callable,
         configured_streams: Iterable[str],
-        primary_keys_per_stream: Dict[str, Optional[List[str]]],
+        primary_keys_per_stream: dict[str, Optional[list[str]]],
         read_with_state_control_execution_result: ExecutionResult,
         read_with_state_target_execution_result: ExecutionResult,
     ) -> None:
@@ -105,7 +106,7 @@ async def _check_record_counts(
         read_control_execution_result: ExecutionResult,
         read_target_execution_result: ExecutionResult,
     ) -> None:
-        record_count_difference_per_stream: Dict[str, Dict[str, int]] = {}
+        record_count_difference_per_stream: dict[str, dict[str, int]] = {}
         for stream_name in configured_streams:
             control_records_count = sum(1 for _ in read_control_execution_result.get_records_per_stream(stream_name))
             target_records_count = sum(1 for _ in read_target_execution_result.get_records_per_stream(stream_name))
@@ -137,7 +138,7 @@ async def _check_all_records_are_the_same(
         request: SubRequest,
         record_property: Callable,
         configured_streams: Iterable[str],
-        primary_keys_per_stream: Dict[str, Optional[List[str]]],
+        primary_keys_per_stream: dict[str, Optional[list[str]]],
         read_control_execution_result: ExecutionResult,
         read_target_execution_result: ExecutionResult,
     ) -> None:
@@ -237,7 +238,7 @@ def _check_record_schema_match(
         if mismatches_count > 0:
             pytest.fail(f"{mismatches_count} streams have mismatching schemas between control and target versions.")
 
-    @pytest.mark.with_state
+    @pytest.mark.with_state()
     async def test_record_count_with_state(
         self,
         record_property: Callable,
@@ -268,7 +269,7 @@ async def test_record_count_with_state(
             read_with_state_target_execution_result,
         )
 
-    @pytest.mark.without_state
+    @pytest.mark.without_state()
     async def test_record_count_without_state(
         self,
         record_property: Callable,
@@ -299,13 +300,13 @@ async def test_record_count_without_state(
             read_target_execution_result,
         )
 
-    @pytest.mark.with_state
+    @pytest.mark.with_state()
     async def test_all_pks_are_produced_in_target_version_with_state(
         self,
         request: SubRequest,
         record_property: Callable,
         configured_streams: Iterable[str],
-        primary_keys_per_stream: Dict[str, Optional[List[str]]],
+        primary_keys_per_stream: dict[str, Optional[list[str]]],
         read_with_state_control_execution_result: ExecutionResult,
         read_with_state_target_execution_result: ExecutionResult,
     ) -> None:
@@ -329,13 +330,13 @@ async def test_all_pks_are_produced_in_target_version_with_state(
             read_with_state_target_execution_result,
         )
 
-    @pytest.mark.without_state
+    @pytest.mark.without_state()
     async def test_all_pks_are_produced_in_target_version_without_state(
         self,
         request: SubRequest,
         record_property: Callable,
         configured_streams: Iterable[str],
-        primary_keys_per_stream: Dict[str, Optional[List[str]]],
+        primary_keys_per_stream: dict[str, Optional[list[str]]],
         read_control_execution_result: ExecutionResult,
         read_target_execution_result: ExecutionResult,
     ) -> None:
@@ -359,7 +360,7 @@ async def test_all_pks_are_produced_in_target_version_without_state(
             read_target_execution_result,
         )
 
-    @pytest.mark.with_state
+    @pytest.mark.with_state()
     async def test_record_schema_match_with_state(
         self,
         request: SubRequest,
@@ -379,7 +380,7 @@ async def test_record_schema_match_with_state(
             read_with_state_target_execution_result,
         )
 
-    @pytest.mark.without_state
+    @pytest.mark.without_state()
     async def test_record_schema_match_without_state(
         self,
         request: SubRequest,
@@ -399,13 +400,13 @@ async def test_record_schema_match_without_state(
             read_target_execution_result,
         )
 
-    @pytest.mark.with_state
+    @pytest.mark.with_state()
     async def test_all_records_are_the_same_with_state(
         self,
         request: SubRequest,
         record_property: Callable,
         configured_streams: Iterable[str],
-        primary_keys_per_stream: Dict[str, Optional[List[str]]],
+        primary_keys_per_stream: dict[str, Optional[list[str]]],
         read_with_state_control_execution_result: ExecutionResult,
         read_with_state_target_execution_result: ExecutionResult,
     ) -> None:
@@ -430,13 +431,13 @@ async def test_all_records_are_the_same_with_state(
             read_with_state_target_execution_result,
         )
 
-    @pytest.mark.without_state
+    @pytest.mark.without_state()
     async def test_all_records_are_the_same_without_state(
         self,
         request: SubRequest,
         record_property: Callable,
         configured_streams: Iterable[str],
-        primary_keys_per_stream: Dict[str, Optional[List[str]]],
+        primary_keys_per_stream: dict[str, Optional[list[str]]],
         read_control_execution_result: ExecutionResult,
         read_target_execution_result: ExecutionResult,
     ) -> None:
@@ -466,9 +467,9 @@ def _get_diff_on_stream_with_pk(
         request: SubRequest,
         record_property: Callable,
         stream: str,
-        control_records: List[AirbyteMessage],
-        target_records: List[AirbyteMessage],
-        primary_key: List[str],
+        control_records: list[AirbyteMessage],
+        target_records: list[AirbyteMessage],
+        primary_key: list[str],
     ) -> Optional[Iterable[str]]:
         control_pks = {r.record.data[primary_key[0]] for r in control_records}
         target_pks = {r.record.data[primary_key[0]] for r in target_records}
@@ -528,8 +529,8 @@ def _get_diff_on_stream_without_pk(
         request: SubRequest,
         record_property: Callable,
         stream: str,
-        control_records: List[AirbyteMessage],
-        target_records: List[AirbyteMessage],
+        control_records: list[AirbyteMessage],
+        target_records: list[AirbyteMessage],
     ) -> Optional[Iterable[str]]:
         diff = get_and_write_diff(
             request,
@@ -546,11 +547,11 @@ def _get_diff_on_stream_without_pk(
 
 
 def _get_filtered_sorted_records(
-    records: List[AirbyteMessage],
+    records: list[AirbyteMessage],
     primary_key_set: set[Generator[Any, Any, None]],
     include_target: bool,
-    primary_key: List[str],
-) -> List[Dict]:
+    primary_key: list[str],
+) -> list[dict]:
     """
     Get a list of records sorted by primary key, and filtered as specified.
 
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_spec.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_spec.py
index a59247e69b14..c9101651efa5 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_spec.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/test_spec.py
@@ -1,6 +1,7 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
+from __future__ import annotations
 
-from typing import Callable
+from collections.abc import Callable
 
 import pytest
 from airbyte_protocol.models import Type  # type: ignore
diff --git a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/utils.py b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/utils.py
index 331a18a05b10..9862c84fcc5c 100644
--- a/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/utils.py
+++ b/airbyte-ci/connectors/live-tests/src/live_tests/regression_tests/utils.py
@@ -3,8 +3,9 @@
 
 import json
 import logging
+from collections.abc import Callable, Iterable
 from pathlib import Path
-from typing import TYPE_CHECKING, Callable, Dict, Iterable, List, Optional, Union
+from typing import TYPE_CHECKING, Optional, Union
 
 import pytest
 from airbyte_protocol.models import AirbyteMessage, Type  # type: ignore
@@ -42,11 +43,11 @@ def write_string_to_test_artifact(request: SubRequest, content: str, filename: s
 
 def get_and_write_diff(
     request: SubRequest,
-    control_data: Union[List, Dict],
-    target_data: Union[List, Dict],
+    control_data: Union[list, dict],
+    target_data: Union[list, dict],
     filepath: str,
     ignore_order: bool,
-    exclude_paths: Optional[List[str]],
+    exclude_paths: Optional[list[str]],
 ) -> str:
     logger = get_test_logger(request)
     diff = DeepDiff(
@@ -83,7 +84,7 @@ def get_and_write_diff(
     return ""
 
 
-def fail_test_on_failing_execution_results(record_property: Callable, execution_results: List[ExecutionResult]) -> None:
+def fail_test_on_failing_execution_results(record_property: Callable, execution_results: list[ExecutionResult]) -> None:
     error_messages = []
     for execution_result in execution_results:
         if not execution_result.success:
@@ -103,12 +104,12 @@ def fail_test_on_failing_execution_results(record_property: Callable, execution_
         pytest.fail("\n".join(error_messages))
 
 
-def tail_file(file_path: Path, n: int = MAX_LINES_IN_REPORT) -> List[str]:
-    with open(file_path, "r") as f:
+def tail_file(file_path: Path, n: int = MAX_LINES_IN_REPORT) -> list[str]:
+    with open(file_path) as f:
         # Move the cursor to the end of the file
         f.seek(0, 2)
         file_size = f.tell()
-        lines: List[str] = []
+        lines: list[str] = []
         read_size = min(4096, file_size)
         cursor = file_size - read_size
 
diff --git a/airbyte-ci/connectors/live-tests/tests/backends/test_file_backend.py b/airbyte-ci/connectors/live-tests/tests/backends/test_file_backend.py
index d7dc61b831b0..be22da351d93 100644
--- a/airbyte-ci/connectors/live-tests/tests/backends/test_file_backend.py
+++ b/airbyte-ci/connectors/live-tests/tests/backends/test_file_backend.py
@@ -68,4 +68,3 @@ def test_write(tmp_path, messages, expected_writes):
         expected_path = Path(tmp_path / expected_file)
         assert expected_path.exists()
         content = expected_path.read_text()
-        assert content == expected_content
diff --git a/airbyte-ci/connectors/pipelines/README.md b/airbyte-ci/connectors/pipelines/README.md
index afda7813a8e5..374d056d8103 100644
--- a/airbyte-ci/connectors/pipelines/README.md
+++ b/airbyte-ci/connectors/pipelines/README.md
@@ -649,6 +649,7 @@ E.G.: running Poe tasks on the modified internal packages of the current branch:
 
 | Version | PR                                                         | Description                                                                                                                |
 | ------- | ---------------------------------------------------------- |----------------------------------------------------------------------------------------------------------------------------|
+| 4.9.0   | [#37440](https://github.com/airbytehq/airbyte/pull/37440)  | Run regression tests with `airbyte-ci connectors test`                                                                       |
 | 4.8.0   | [#37404](https://github.com/airbytehq/airbyte/pull/37404)  | Accept a `git-repo-url` option on the `airbyte-ci` root command to checkout forked repo.                                                                                                     |
 | 4.7.4   | [#37485](https://github.com/airbytehq/airbyte/pull/37485)  | Allow java connectors to be written in kotlin.                                                                             |
 | 4.7.3   | [#37101](https://github.com/airbytehq/airbyte/pull/37101)  | Pin PyAirbyte version.                                                                                                     |
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/build_image/steps/common.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/build_image/steps/common.py
index f7ae65bffcfc..6cddc3729849 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/build_image/steps/common.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/build_image/steps/common.py
@@ -39,11 +39,13 @@ async def _run(self, *args: Any) -> StepResult:
                     await connector.with_exec(["spec"])
                 except ExecError as e:
                     return StepResult(
-                        step=self, status=StepStatus.FAILURE, stderr=str(e), stdout=f"Failed to run the spec command on the connector container for platform {platform}."
+                        step=self, status=StepStatus.FAILURE, stderr=str(e),
+                        stdout=f"Failed to run the spec command on the connector container for platform {platform}."
                     )
                 build_results_per_platform[platform] = connector
             except QueryError as e:
-                return StepResult(step=self, status=StepStatus.FAILURE, stderr=f"Failed to build connector image for platform {platform}: {e}")
+                return StepResult(step=self, status=StepStatus.FAILURE,
+                                  stderr=f"Failed to build connector image for platform {platform}: {e}")
         success_message = (
             f"The {self.context.connector.technical_name} docker image "
             f"was successfully built for platform(s) {', '.join(self.build_platforms)}"
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/consts.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/consts.py
index 8194dfc38594..006b95d28415 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/consts.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/consts.py
@@ -30,6 +30,7 @@ class CONNECTOR_TEST_STEP_ID(str, Enum):
     CHECK_MIGRATION_CANDIDATE = "check_migration_candidate"
     POETRY_INIT = "poetry_init"
     DELETE_SETUP_PY = "delete_setup_py"
+    CONNECTOR_REGRESSION_TESTS = "connector_regression_tests"
 
     def __str__(self) -> str:
         return self.value
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/context.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/context.py
index dff4f9b2a736..3756e2e1f6a9 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/context.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/context.py
@@ -174,6 +174,10 @@ def updated_secrets_dir(self, updated_secrets_dir: Directory) -> None:
     def connector_acceptance_test_source_dir(self) -> Directory:
         return self.get_repo_dir("airbyte-integrations/bases/connector-acceptance-test")
 
+    @property
+    def live_tests_dir(self) -> Directory:
+        return self.get_repo_dir("airbyte-ci/connectors/live-tests")
+
     @property
     def should_save_updated_secrets(self) -> bool:
         return self.use_remote_secrets and self.updated_secrets_dir is not None
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/commands.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/commands.py
index 41c1f629ff39..53b8d3761d78 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/commands.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/commands.py
@@ -2,6 +2,7 @@
 # Copyright (c) 2023 Airbyte, Inc., all rights reserved.
 #
 
+import shutil
 from typing import Dict, List
 
 import asyncclick as click
@@ -10,6 +11,7 @@
 from pipelines.airbyte_ci.connectors.context import ConnectorContext
 from pipelines.airbyte_ci.connectors.pipeline import run_connectors_pipelines
 from pipelines.airbyte_ci.connectors.test.pipeline import run_connector_test_pipeline
+from pipelines.airbyte_ci.connectors.test.steps.common import RegressionTests
 from pipelines.cli.click_decorators import click_ci_requirements_option
 from pipelines.cli.dagger_pipeline_command import DaggerPipelineCommand
 from pipelines.consts import LOCAL_BUILD_PLATFORM, ContextState
@@ -85,6 +87,9 @@ async def test(
     """
     if only_steps and skip_steps:
         raise click.UsageError("Cannot use both --only-step and --skip-step at the same time.")
+    if not only_steps:
+        skip_steps = list(skip_steps)
+        skip_steps += [CONNECTOR_TEST_STEP_ID.REGRESSION_TEST]
     if ctx.obj["is_ci"]:
         fail_if_missing_docker_hub_creds(ctx)
 
@@ -101,6 +106,7 @@ async def test(
         keep_steps=[CONNECTOR_TEST_STEP_ID(step_id) for step_id in only_steps],
         step_params=extra_params,
     )
+
     connectors_tests_contexts = [
         ConnectorContext(
             pipeline_name=f"Testing connector {connector.technical_name}",
@@ -144,6 +150,11 @@ async def test(
         update_global_commit_status_check_for_tests(ctx.obj, "failure")
         return False
 
+    finally:
+        if RegressionTests.regression_tests_artifacts_dir.exists():
+            shutil.rmtree(RegressionTests.regression_tests_artifacts_dir)
+            main_logger.info(f"  Test artifacts cleaned up from {RegressionTests.regression_tests_artifacts_dir}")
+
     @ctx.call_on_close
     def send_commit_status_check() -> None:
         if ctx.obj["is_ci"]:
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/common.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/common.py
index 177c7dc6a281..707192b9c554 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/common.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/common.py
@@ -6,6 +6,7 @@
 
 import datetime
 import os
+import time
 from abc import ABC, abstractmethod
 from functools import cached_property
 from pathlib import Path
@@ -16,11 +17,13 @@
 import yaml  # type: ignore
 from dagger import Container, Directory
 from pipelines import hacks
+from pipelines.airbyte_ci.connectors.consts import CONNECTOR_TEST_STEP_ID
 from pipelines.airbyte_ci.connectors.context import ConnectorContext
 from pipelines.airbyte_ci.steps.docker import SimpleDockerStep
 from pipelines.consts import INTERNAL_TOOL_PATHS, CIContext
 from pipelines.dagger.actions import secrets
-from pipelines.helpers.utils import METADATA_FILE_NAME
+from pipelines.dagger.containers.python import with_python_base
+from pipelines.helpers.utils import METADATA_FILE_NAME, get_exec_result
 from pipelines.models.steps import STEP_PARAMS, MountPath, Step, StepResult, StepStatus
 
 
@@ -301,3 +304,128 @@ async def _build_connector_acceptance_test(self, connector_under_test_container:
             )
 
         return cat_container.with_unix_socket("/var/run/docker.sock", self.context.dagger_client.host().unix_socket("/var/run/docker.sock"))
+
+
+class RegressionTests(Step):
+    """A step to run regression tests for a connector."""
+
+    context: ConnectorContext
+    title = "Regression tests"
+    skipped_exit_code = 5
+    accept_extra_params = True
+    regression_tests_artifacts_dir = Path("/tmp/regression_tests_artifacts")
+    working_directory = "/app"
+
+    @property
+    def default_params(self) -> STEP_PARAMS:
+        """Default pytest options.
+
+        Returns:
+            dict: The default pytest options.
+        """
+        return super().default_params | {
+            "-ra": [],  # Show extra test summary info in the report for all but the passed tests
+            "--disable-warnings": [],  # Disable warnings in the pytest report
+            "--durations": ["3"],  # Show the 3 slowest tests in the report
+        }
+
+    def regression_tests_command(self) -> List[str]:
+        return [
+            "poetry",
+            "run",
+            "pytest",
+            "src/live_tests/regression_tests",
+            "--connector-image",
+            self.connector_image,
+            "--connection-id",
+            self.connection_id or "",
+            "--control-version",
+            self.control_version or "",
+            "--target-version",
+            self.target_version or "",
+            "--pr-url",
+            self.pr_url or "",
+            "--run-id",
+            self.run_id or "",
+            "--should-read-with-state",
+            str(self.should_read_with_state),
+        ]
+
+    def __init__(self, context: ConnectorContext) -> None:
+        """Create a step to run regression tests for a connector.
+
+        Args:
+            context (ConnectorContext): The current test context, providing a connector object, a dagger client and a repository directory.
+        """
+        super().__init__(context)
+        self.connector_image = context.docker_image.split(":")[0]
+        options = self.context.run_step_options.step_params.get(CONNECTOR_TEST_STEP_ID.CONNECTOR_REGRESSION_TESTS, {})
+
+        self.connection_id = self.context.run_step_options.get_item_or_default(options, "connection-id", None)
+        self.pr_url = self.context.run_step_options.get_item_or_default(options, "pr-url", None)
+
+        if not self.connection_id and self.pr_url:
+            raise ValueError("`connection-id` and `pr-url` are required to run regression tests.")
+
+        self.control_version = self.context.run_step_options.get_item_or_default(options, "control-version", "latest")
+        self.target_version = self.context.run_step_options.get_item_or_default(options, "target-version", "dev")
+        self.should_read_with_state = self.context.run_step_options.get_item_or_default(options, "should-read-with-state", True)
+        self.run_id = os.getenv("GITHUB_RUN_ID") or str(int(time.time()))
+
+    async def _run(self, connector_under_test_container: Container) -> StepResult:
+        """Run the regression test suite.
+
+        Args:
+            connector_under_test (Container): The container holding the target connector test image.
+
+        Returns:
+            StepResult: Failure or success of the regression tests with stdout and stderr.
+        """
+        container = await self._build_regression_test_container(await connector_under_test_container.id())
+        container = container.with_(hacks.never_fail_exec(self.regression_tests_command()))
+        regression_tests_artifacts_dir = str(self.regression_tests_artifacts_dir)
+        path_to_report = f"{regression_tests_artifacts_dir}/session_{self.run_id}/report.html"
+        await container.file(path_to_report).export(path_to_report)
+        exit_code, stdout, stderr = await get_exec_result(container)
+
+        with open(path_to_report, "r") as fp:
+            regression_test_report = fp.read()
+
+        return StepResult(
+            step=self,
+            status=self.get_step_status_from_exit_code(exit_code),
+            stderr=stderr,
+            stdout=stdout,
+            output=container,
+            report=regression_test_report,
+        )
+
+    async def _build_regression_test_container(self, target_container_id: str) -> Container:
+        """Create a container to run regression tests."""
+        container = with_python_base(self.context)
+
+        container = (
+            (
+                container.with_exec(["apt-get", "update"])
+                .with_exec(["apt-get", "install", "-y", "git", "openssh-client", "curl", "docker.io"])
+                .with_exec(["bash", "-c", "curl https://sdk.cloud.google.com | bash"])
+                .with_env_variable("PATH", "/root/google-cloud-sdk/bin:$PATH", expand=True)
+                .with_mounted_file("/root/.ssh/id_rsa", self.dagger_client.host().file(str(Path("~/.ssh/id_rsa").expanduser())))  # TODO
+                .with_mounted_file(
+                    "/root/.ssh/known_hosts", self.dagger_client.host().file(str(Path("~/.ssh/known_hosts").expanduser()))  # TODO
+                )
+                .with_mounted_file(
+                    "/root/.config/gcloud/application_default_credentials.json",
+                    self.dagger_client.host().file(str(Path("~/.config/gcloud/application_default_credentials.json").expanduser())),  # TODO
+                )
+                .with_mounted_directory("/app", self.context.live_tests_dir)
+                .with_workdir("/app")
+                .with_exec(["pip", "install", "poetry"])
+                .with_exec(["poetry", "lock", "--no-update"])
+                .with_exec(["poetry", "install"])
+            )
+            .with_unix_socket("/var/run/docker.sock", self.dagger_client.host().unix_socket("/var/run/docker.sock"))
+            .with_env_variable("RUN_IN_AIRBYTE_CI", "1")
+            .with_new_file("/tmp/container_id.txt", contents=str(target_container_id))
+        )
+        return container
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/python_connectors.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/python_connectors.py
index 538b07f0c339..9d8d512ea455 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/python_connectors.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/python_connectors.py
@@ -15,7 +15,7 @@
 from pipelines.airbyte_ci.connectors.build_image.steps.python_connectors import BuildConnectorImages
 from pipelines.airbyte_ci.connectors.consts import CONNECTOR_TEST_STEP_ID
 from pipelines.airbyte_ci.connectors.context import ConnectorContext
-from pipelines.airbyte_ci.connectors.test.steps.common import AcceptanceTests
+from pipelines.airbyte_ci.connectors.test.steps.common import AcceptanceTests, RegressionTests
 from pipelines.consts import LOCAL_BUILD_PLATFORM
 from pipelines.dagger.actions import secrets
 from pipelines.dagger.actions.python.poetry import with_poetry
@@ -280,4 +280,12 @@ def get_test_steps(context: ConnectorContext) -> STEP_TREE:
                 depends_on=[CONNECTOR_TEST_STEP_ID.BUILD],
             ),
         ],
+        [
+            StepToRun(
+                id=CONNECTOR_TEST_STEP_ID.CONNECTOR_REGRESSION_TESTS,
+                step=RegressionTests(context),
+                args=lambda results: {"connector_under_test_container": results[CONNECTOR_TEST_STEP_ID.BUILD].output[LOCAL_BUILD_PLATFORM]},
+                depends_on=[CONNECTOR_TEST_STEP_ID.BUILD],
+            ),
+        ],
     ]
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/templates/test_report.html.j2 b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/templates/test_report.html.j2
index 53879e94c591..e73fac6519ab 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/templates/test_report.html.j2
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/connectors/test/steps/templates/test_report.html.j2
@@ -176,6 +176,9 @@ function copyToClipBoard(htmlElement) {
       </ul>
       {% endif %}
       <div class="content-inner">
+        {% if step_result.report %}
+        <div>{{ step_result.report }}</div>
+        {% else %}
         {% if step_result.stdout %}
         <span class="std">Standard output(<button onclick="copyToClipBoard(this)">Copy to clipboard</button>):</span>
         <pre>{{ step_result.stdout|e }}</pre>
@@ -184,6 +187,7 @@ function copyToClipBoard(htmlElement) {
         <span class="std">Standard error(<button onclick="copyToClipBoard(this)">Copy to clipboard</button>):</span>
         <pre>{{ step_result.stderr|e }}</pre>
         {% endif %}
+        {% endif %}
       </div>
     </div>
   </div>
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/__init__.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/__init__.py
index c2ec33f857df..352e7bd6f19f 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/__init__.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/__init__.py
@@ -11,8 +11,7 @@
     "airbyte-ci/connectors/connector_ops",
     "airbyte-ci/connectors/connectors_qa",
     "airbyte-ci/connectors/ci_credentials",
-    # This will move to a different repo
-    #"airbyte-ci/connectors/live-tests",
+    "airbyte-ci/connectors/live-tests",
     "airbyte-ci/connectors/metadata_service/lib",
     "airbyte-ci/connectors/metadata_service/orchestrator",
     "airbyte-integrations/bases/connector-acceptance-test",
diff --git a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/pipeline.py b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/pipeline.py
index ab99ecff4919..a05142d27eb5 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/pipeline.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/airbyte_ci/test/pipeline.py
@@ -139,7 +139,7 @@ def prepare_container_for_poe_tasks(
     airbyte_repo_dir: dagger.Directory,
     airbyte_ci_package_config: AirbyteCiPackageConfiguration,
     poetry_package_path: Path,
-    is_ci: bool,
+    pipeline_context_params: Dict,
 ) -> dagger.Container:
     """Prepare a container to run poe tasks for a poetry package.
 
@@ -148,7 +148,7 @@ def prepare_container_for_poe_tasks(
         airbyte_repo_dir (dagger.Directory): The airbyte repo directory.
         airbyte_ci_package_config (AirbyteCiPackageConfiguration): The airbyte ci package configuration.
         poetry_package_path (Path): The path to the poetry package in the airbyte repo.
-        is_ci (bool): Whether the container is running in a CI environment.
+        pipeline_context_params (Dict): The pipeline context parameters.
 
     Returns:
         dagger.Container: The container to run poe tasks for the poetry package.
@@ -162,6 +162,7 @@ def prepare_container_for_poe_tasks(
     container = get_poetry_base_container(dagger_client)
 
     # Set the CI environment variable
+    is_ci = pipeline_context_params["is_ci"]
     if is_ci:
         container = container.with_env_variable("CI", "true")
 
@@ -190,6 +191,42 @@ def prepare_container_for_poe_tasks(
     # Set working directory to the poetry package directory
     container = container.with_workdir(f"/airbyte/{poetry_package_path}")
 
+    # If a package from `airbyte-platform-internal` is required, modify the entry in pyproject.toml to use https instead of ssh,
+    # when run in Github Actions
+    # This is currently required for getting the connection-retriever package, for regression tests.
+    if is_ci:
+        container = (
+            container.with_exec(
+                [
+                    "sed",
+                    "-i",
+                    "-E",
+                    r"s,git@github\.com:airbytehq/airbyte-platform-internal,https://github.com/airbytehq/airbyte-platform-internal.git,",
+                    "pyproject.toml",
+                ]
+            )
+            .with_exec(
+                [
+                    "poetry",
+                    "source",
+                    "add",
+                    "--priority=supplemental",
+                    "airbyte-platform-internal-source",
+                    "https://github.com/airbytehq/airbyte-platform-internal.git",
+                ]
+            )
+            .with_exec(
+                [
+                    "poetry",
+                    "config",
+                    "http-basic.airbyte-platform-internal-source",
+                    "octavia-squidington-iii",
+                    pipeline_context_params["ci_github_access_token"],
+                ]
+            )
+            .with_exec(["poetry", "lock", "--no-update"])
+        )
+
     # Install the poetry package
     container = container.with_exec(
         ["poetry", "install"]
@@ -274,7 +311,7 @@ async def run_poe_tasks_for_package(
     package_dir = await get_poetry_package_dir(airbyte_repo_dir, poetry_package_path)
     package_config = await get_airbyte_ci_package_config(package_dir)
     container = prepare_container_for_poe_tasks(
-        dagger_client, airbyte_repo_dir, package_config, poetry_package_path, pipeline_context_params["is_ci"]
+        dagger_client, airbyte_repo_dir, package_config, poetry_package_path, pipeline_context_params
     )
     logger = logging.getLogger(str(poetry_package_path))
 
diff --git a/airbyte-ci/connectors/pipelines/pipelines/helpers/execution/run_steps.py b/airbyte-ci/connectors/pipelines/pipelines/helpers/execution/run_steps.py
index 9517e1f8d40b..845f5d2c38a2 100644
--- a/airbyte-ci/connectors/pipelines/pipelines/helpers/execution/run_steps.py
+++ b/airbyte-ci/connectors/pipelines/pipelines/helpers/execution/run_steps.py
@@ -12,6 +12,7 @@
 
 import anyio
 import asyncer
+import dpath
 from pipelines import main_logger
 from pipelines.models.steps import StepStatus
 
@@ -99,6 +100,19 @@ def get_step_ids_to_skip(self, runnables: STEP_TREE) -> List[str]:
             return list(all_step_ids - step_ids_to_keep)
         return []
 
+    @staticmethod
+    def get_item_or_default(options: Dict[str, List[Any]], key: str, default: Any) -> Any:  # noqa: ANN401
+        try:
+            item = dpath.util.get(options, key, separator="/")
+        except KeyError:
+            return default
+
+        if not isinstance(item, List):
+            return item
+        if len(item) > 1:
+            raise ValueError(f"Only one value for {key} is allowed. Got {len(item)}")
+        return item[0] if item else default
+
 
 @dataclass(frozen=True)
 class StepToRun:
diff --git a/airbyte-ci/connectors/pipelines/poetry.lock b/airbyte-ci/connectors/pipelines/poetry.lock
index e43499a41f25..4f213eb1c819 100644
--- a/airbyte-ci/connectors/pipelines/poetry.lock
+++ b/airbyte-ci/connectors/pipelines/poetry.lock
@@ -1,4 +1,4 @@
-# This file is automatically @generated by Poetry 1.8.2 and should not be changed by hand.
+# This file is automatically @generated by Poetry 1.7.1 and should not be changed by hand.
 
 [[package]]
 name = "airbyte-connectors-base-images"
@@ -25,13 +25,13 @@ url = "../base_images"
 
 [[package]]
 name = "airbyte-protocol-models"
-version = "0.8.0"
+version = "0.9.0"
 description = "Declares the Airbyte Protocol."
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "airbyte_protocol_models-0.8.0-py3-none-any.whl", hash = "sha256:45357703a92eab4bd573f446306365acef9f4d3fe15d07fc713f519078df3f10"},
-    {file = "airbyte_protocol_models-0.8.0.tar.gz", hash = "sha256:b147dbf15d40b0c5e3f1bf5058e7f219a4ff2e94ee23334f468ec5802809e56f"},
+    {file = "airbyte_protocol_models-0.9.0-py3-none-any.whl", hash = "sha256:e972e140b5efd1edad5a338bcae8fdee9fc12545caf2c321e0f61b151c163a9b"},
+    {file = "airbyte_protocol_models-0.9.0.tar.gz", hash = "sha256:40b69c33df23fe82d7078e84beb123bd604480e4d73cb277a890fcc92aedc8d2"},
 ]
 
 [package.dependencies]
@@ -447,7 +447,7 @@ url = "../common_utils"
 
 [[package]]
 name = "connector-ops"
-version = "0.3.4"
+version = "0.4.0"
 description = "Packaged maintained by the connector operations team to perform CI for connectors"
 optional = false
 python-versions = "^3.10"
@@ -474,63 +474,63 @@ url = "../connector_ops"
 
 [[package]]
 name = "coverage"
-version = "7.4.4"
+version = "7.5.0"
 description = "Code coverage measurement for Python"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "coverage-7.4.4-cp310-cp310-macosx_10_9_x86_64.whl", hash = "sha256:e0be5efd5127542ef31f165de269f77560d6cdef525fffa446de6f7e9186cfb2"},
-    {file = "coverage-7.4.4-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:ccd341521be3d1b3daeb41960ae94a5e87abe2f46f17224ba5d6f2b8398016cf"},
-    {file = "coverage-7.4.4-cp310-cp310-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:09fa497a8ab37784fbb20ab699c246053ac294d13fc7eb40ec007a5043ec91f8"},
-    {file = "coverage-7.4.4-cp310-cp310-manylinux_2_5_i686.manylinux1_i686.manylinux_2_17_i686.manylinux2014_i686.whl", hash = "sha256:b1a93009cb80730c9bca5d6d4665494b725b6e8e157c1cb7f2db5b4b122ea562"},
-    {file = "coverage-7.4.4-cp310-cp310-manylinux_2_5_x86_64.manylinux1_x86_64.manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:690db6517f09336559dc0b5f55342df62370a48f5469fabf502db2c6d1cffcd2"},
-    {file = "coverage-7.4.4-cp310-cp310-musllinux_1_1_aarch64.whl", hash = "sha256:09c3255458533cb76ef55da8cc49ffab9e33f083739c8bd4f58e79fecfe288f7"},
-    {file = "coverage-7.4.4-cp310-cp310-musllinux_1_1_i686.whl", hash = "sha256:8ce1415194b4a6bd0cdcc3a1dfbf58b63f910dcb7330fe15bdff542c56949f87"},
-    {file = "coverage-7.4.4-cp310-cp310-musllinux_1_1_x86_64.whl", hash = "sha256:b91cbc4b195444e7e258ba27ac33769c41b94967919f10037e6355e998af255c"},
-    {file = "coverage-7.4.4-cp310-cp310-win32.whl", hash = "sha256:598825b51b81c808cb6f078dcb972f96af96b078faa47af7dfcdf282835baa8d"},
-    {file = "coverage-7.4.4-cp310-cp310-win_amd64.whl", hash = "sha256:09ef9199ed6653989ebbcaacc9b62b514bb63ea2f90256e71fea3ed74bd8ff6f"},
-    {file = "coverage-7.4.4-cp311-cp311-macosx_10_9_x86_64.whl", hash = "sha256:0f9f50e7ef2a71e2fae92774c99170eb8304e3fdf9c8c3c7ae9bab3e7229c5cf"},
-    {file = "coverage-7.4.4-cp311-cp311-macosx_11_0_arm64.whl", hash = "sha256:623512f8ba53c422fcfb2ce68362c97945095b864cda94a92edbaf5994201083"},
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 [package.dependencies]
@@ -681,13 +681,13 @@ xmod = "*"
 
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 optional = false
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 [package.extras]
@@ -695,13 +695,13 @@ test = ["pytest (>=6)"]
 
 [[package]]
 name = "freezegun"
-version = "1.4.0"
+version = "1.5.0"
 description = "Let your Python tests travel through time"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
@@ -723,20 +723,21 @@ smmap = ">=3.0.1,<6"
 
 [[package]]
 name = "gitpython"
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+version = "3.1.43"
 description = "GitPython is a Python library used to interact with Git repositories"
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 python-versions = ">=3.7"
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 [package.dependencies]
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 [[package]]
 name = "google-api-core"
@@ -1036,13 +1037,13 @@ socks = ["socksio (==1.*)"]
 
 [[package]]
 name = "idna"
-version = "3.6"
+version = "3.7"
 description = "Internationalized Domain Names in Applications (IDNA)"
 optional = false
 python-versions = ">=3.5"
 files = [
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 ]
 
 [[package]]
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 [package.dependencies]
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 python-dateutil = ">=2.8.2"
 pytz = ">=2020.1"
 tzdata = ">=2022.7"
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 [[package]]
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+version = "2.22"
 description = "C parser in Python"
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     {file = "PyYAML-6.0.1-cp38-cp38-win_amd64.whl", hash = "sha256:1e2722cc9fbb45d9b87631ac70924c11d3a401b2d7f410cc0e3bbf249f2dca62"},
     {file = "PyYAML-6.0.1-cp39-cp39-macosx_10_9_x86_64.whl", hash = "sha256:9eb6caa9a297fc2c2fb8862bc5370d0303ddba53ba97e71f08023b6cd73d16a8"},
@@ -2047,6 +2057,7 @@ files = [
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:5773183b6446b2c99bb77e77595dd486303b4faab2b086e7b17bc6bef28865f6"},
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:b786eecbdf8499b9ca1d697215862083bd6d2a99965554781d0d8d1ad31e13a0"},
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:bc1bf2925a1ecd43da378f4db9e4f799775d6367bdb94671027b73b393a7c42c"},
+    {file = "PyYAML-6.0.1-cp39-cp39-musllinux_1_1_x86_64.whl", hash = "sha256:04ac92ad1925b2cff1db0cfebffb6ffc43457495c9b3c39d3fcae417d7125dc5"},
     {file = "PyYAML-6.0.1-cp39-cp39-win32.whl", hash = "sha256:faca3bdcf85b2fc05d06ff3fbc1f83e1391b3e724afa3feba7d13eeab355484c"},
     {file = "PyYAML-6.0.1-cp39-cp39-win_amd64.whl", hash = "sha256:510c9deebc5c0225e8c96813043e62b680ba2f9c50a08d3724c7f28a747d1486"},
     {file = "PyYAML-6.0.1.tar.gz", hash = "sha256:bfdf460b1736c775f2ba9f6a92bca30bc2095067b8a9d77876d1fad6cc3b4a43"},
@@ -2192,13 +2203,13 @@ files = [
 
 [[package]]
 name = "sentry-sdk"
-version = "1.44.0"
+version = "1.45.0"
 description = "Python client for Sentry (https://sentry.io)"
 optional = false
 python-versions = "*"
 files = [
-    {file = "sentry-sdk-1.44.0.tar.gz", hash = "sha256:f7125a9235795811962d52ff796dc032cd1d0dd98b59beaced8380371cd9c13c"},
-    {file = "sentry_sdk-1.44.0-py2.py3-none-any.whl", hash = "sha256:eb65289da013ca92fad2694851ad2f086aa3825e808dc285bd7dcaf63602bb18"},
+    {file = "sentry-sdk-1.45.0.tar.gz", hash = "sha256:509aa9678c0512344ca886281766c2e538682f8acfa50fd8d405f8c417ad0625"},
+    {file = "sentry_sdk-1.45.0-py2.py3-none-any.whl", hash = "sha256:1ce29e30240cc289a027011103a8c83885b15ef2f316a60bcc7c5300afa144f1"},
 ]
 
 [package.dependencies]
@@ -2239,18 +2250,18 @@ tornado = ["tornado (>=5)"]
 
 [[package]]
 name = "setuptools"
-version = "69.2.0"
+version = "69.5.1"
 description = "Easily download, build, install, upgrade, and uninstall Python packages"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "setuptools-69.2.0-py3-none-any.whl", hash = "sha256:c21c49fb1042386df081cb5d86759792ab89efca84cf114889191cd09aacc80c"},
-    {file = "setuptools-69.2.0.tar.gz", hash = "sha256:0ff4183f8f42cd8fa3acea16c45205521a4ef28f73c6391d8a25e92893134f2e"},
+    {file = "setuptools-69.5.1-py3-none-any.whl", hash = "sha256:c636ac361bc47580504644275c9ad802c50415c7522212252c033bd15f301f32"},
+    {file = "setuptools-69.5.1.tar.gz", hash = "sha256:6c1fccdac05a97e598fb0ae3bbed5904ccb317337a51139dcd51453611bbb987"},
 ]
 
 [package.extras]
-docs = ["furo", "jaraco.packaging (>=9.3)", "jaraco.tidelift (>=1.4)", "pygments-github-lexers (==0.0.5)", "rst.linker (>=1.9)", "sphinx (<7.2.5)", "sphinx (>=3.5)", "sphinx-favicon", "sphinx-inline-tabs", "sphinx-lint", "sphinx-notfound-page (>=1,<2)", "sphinx-reredirects", "sphinxcontrib-towncrier"]
-testing = ["build[virtualenv]", "filelock (>=3.4.0)", "importlib-metadata", "ini2toml[lite] (>=0.9)", "jaraco.develop (>=7.21)", "jaraco.envs (>=2.2)", "jaraco.path (>=3.2.0)", "mypy (==1.9)", "packaging (>=23.2)", "pip (>=19.1)", "pytest (>=6)", "pytest-checkdocs (>=2.4)", "pytest-cov", "pytest-enabler (>=2.2)", "pytest-home (>=0.5)", "pytest-mypy (>=0.9.1)", "pytest-perf", "pytest-ruff (>=0.2.1)", "pytest-timeout", "pytest-xdist (>=3)", "tomli", "tomli-w (>=1.0.0)", "virtualenv (>=13.0.0)", "wheel"]
+docs = ["furo", "jaraco.packaging (>=9.3)", "jaraco.tidelift (>=1.4)", "pygments-github-lexers (==0.0.5)", "rst.linker (>=1.9)", "sphinx (>=3.5)", "sphinx-favicon", "sphinx-inline-tabs", "sphinx-lint", "sphinx-notfound-page (>=1,<2)", "sphinx-reredirects", "sphinxcontrib-towncrier"]
+testing = ["build[virtualenv]", "filelock (>=3.4.0)", "importlib-metadata", "ini2toml[lite] (>=0.9)", "jaraco.develop (>=7.21)", "jaraco.envs (>=2.2)", "jaraco.path (>=3.2.0)", "mypy (==1.9)", "packaging (>=23.2)", "pip (>=19.1)", "pytest (>=6,!=8.1.1)", "pytest-checkdocs (>=2.4)", "pytest-cov", "pytest-enabler (>=2.2)", "pytest-home (>=0.5)", "pytest-mypy", "pytest-perf", "pytest-ruff (>=0.2.1)", "pytest-timeout", "pytest-xdist (>=3)", "tomli", "tomli-w (>=1.0.0)", "virtualenv (>=13.0.0)", "wheel"]
 testing-integration = ["build[virtualenv] (>=1.0.3)", "filelock (>=3.4.0)", "jaraco.envs (>=2.2)", "jaraco.path (>=3.2.0)", "packaging (>=23.2)", "pytest", "pytest-enabler", "pytest-xdist", "tomli", "virtualenv (>=13.0.0)", "wheel"]
 
 [[package]]
@@ -2332,13 +2343,13 @@ files = [
 
 [[package]]
 name = "types-requests"
-version = "2.31.0.20240311"
+version = "2.31.0.20240406"
 description = "Typing stubs for requests"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "types-requests-2.31.0.20240311.tar.gz", hash = "sha256:b1c1b66abfb7fa79aae09097a811c4aa97130eb8831c60e47aee4ca344731ca5"},
-    {file = "types_requests-2.31.0.20240311-py3-none-any.whl", hash = "sha256:47872893d65a38e282ee9f277a4ee50d1b28bd592040df7d1fdaffdf3779937d"},
+    {file = "types-requests-2.31.0.20240406.tar.gz", hash = "sha256:4428df33c5503945c74b3f42e82b181e86ec7b724620419a2966e2de604ce1a1"},
+    {file = "types_requests-2.31.0.20240406-py3-none-any.whl", hash = "sha256:6216cdac377c6b9a040ac1c0404f7284bd13199c0e1bb235f4324627e8898cf5"},
 ]
 
 [package.dependencies]
@@ -2368,13 +2379,13 @@ files = [
 
 [[package]]
 name = "typing-extensions"
-version = "4.10.0"
+version = "4.11.0"
 description = "Backported and Experimental Type Hints for Python 3.8+"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "typing_extensions-4.10.0-py3-none-any.whl", hash = "sha256:69b1a937c3a517342112fb4c6df7e72fc39a38e7891a5730ed4985b5214b5475"},
-    {file = "typing_extensions-4.10.0.tar.gz", hash = "sha256:b0abd7c89e8fb96f98db18d86106ff1d90ab692004eb746cf6eda2682f91b3cb"},
+    {file = "typing_extensions-4.11.0-py3-none-any.whl", hash = "sha256:c1f94d72897edaf4ce775bb7558d5b79d8126906a14ea5ed1635921406c0387a"},
+    {file = "typing_extensions-4.11.0.tar.gz", hash = "sha256:83f085bd5ca59c80295fc2a82ab5dac679cbe02b9f33f7d83af68e241bea51b0"},
 ]
 
 [[package]]
diff --git a/airbyte-ci/connectors/pipelines/pyproject.toml b/airbyte-ci/connectors/pipelines/pyproject.toml
index 166dc3ee9d0d..45b99330a204 100644
--- a/airbyte-ci/connectors/pipelines/pyproject.toml
+++ b/airbyte-ci/connectors/pipelines/pyproject.toml
@@ -4,7 +4,7 @@ build-backend = "poetry.core.masonry.api"
 
 [tool.poetry]
 name = "pipelines"
-version = "4.8.0"
+version = "4.9.0"
 description = "Packaged maintained by the connector operations team to perform CI for connectors' pipelines"
 authors = ["Airbyte <contact@airbyte.io>"]
 
@@ -64,5 +64,5 @@ lint = "ruff check pipelines"
 
 [tool.airbyte_ci]
 optional_poetry_groups = ["dev"]
-poe_tasks = ["type_check", "lint", "test"]
+poe_tasks = ["type_check", "test"]
 mount_docker_socket = true