diff --git a/datadog_checks_dev/hatch.toml b/datadog_checks_dev/hatch.toml
index e4e3ffa2cf4c9..809fa9273f3c3 100644
--- a/datadog_checks_dev/hatch.toml
+++ b/datadog_checks_dev/hatch.toml
@@ -7,6 +7,10 @@ mypy-args = [
   "datadog_checks/dev/tooling/commands/release/trello/testable.py",
   "datadog_checks/dev/tooling/commands/release/trello/status.py",
 ]
+# TODO remove once https://github.com/pallets/click/issues/2558 is solved
+mypy-deps = [
+  "click~=8.1,!=8.1.4",
+]
 
 [envs.default]
 e2e-env = false
diff --git a/datadog_checks_dev/pyproject.toml b/datadog_checks_dev/pyproject.toml
index 6bfcbd6c4d19a..e5343de726053 100644
--- a/datadog_checks_dev/pyproject.toml
+++ b/datadog_checks_dev/pyproject.toml
@@ -63,7 +63,8 @@ cli = [
     "atomicwrites",
     "beautifulsoup4>=4.9.3",
     "build>=0.7.0",
-    "click~=8.1",
+    # TODO remove when https://github.com/pallets/click/issues/2558 is solved and unpin the version in the hatch files for ddev and datadog_checks_dev
+    "click~=8.1,!=8.1.4",
     "codespell",
     "colorama",
     "datamodel-code-generator~=0.20.0",
diff --git a/ddev/hatch.toml b/ddev/hatch.toml
index 174ef100f206d..60c7db65736e3 100644
--- a/ddev/hatch.toml
+++ b/ddev/hatch.toml
@@ -3,6 +3,10 @@ check-types = true
 mypy-args = [
   "src/ddev",
 ]
+# TODO remove once https://github.com/pallets/click/issues/2558 is solved
+mypy-deps = [
+  "click~=8.1,!=8.1.4",
+]
 
 [envs.default]
 python = "3.9"