diff --git a/src/python/pants/backend/python/goals/package_pex_binary.py b/src/python/pants/backend/python/goals/package_pex_binary.py
index d8944bef8c0..cb3ef45519b 100644
--- a/src/python/pants/backend/python/goals/package_pex_binary.py
+++ b/src/python/pants/backend/python/goals/package_pex_binary.py
@@ -24,6 +24,7 @@
     PexPlatformsField,
     PexResolveLocalPlatformsField,
     PexScriptField,
+    PexShBootField,
     PexShebangField,
     PexStripEnvField,
     PexVenvHermeticScripts,
@@ -64,6 +65,7 @@ class PexBinaryFieldSet(PackageFieldSet, RunFieldSet):
     emit_warnings: PexEmitWarningsField
     ignore_errors: PexIgnoreErrorsField
     inherit_path: PexInheritPathField
+    sh_boot: PexShBootField
     shebang: PexShebangField
     strip_env: PexStripEnvField
     platforms: PexPlatformsField
@@ -92,6 +94,8 @@ def generate_additional_args(self, pex_binary_defaults: PexBinaryDefaults) -> Tu
             args.append("--ignore-errors")
         if self.inherit_path.value is not None:
             args.append(f"--inherit-path={self.inherit_path.value}")
+        if self.sh_boot.value is True:
+            args.append("--sh-boot")
         if self.shebang.value is not None:
             args.append(f"--python-shebang={self.shebang.value}")
         if self.strip_env.value is False:
diff --git a/src/python/pants/backend/python/goals/package_pex_binary_integration_test.py b/src/python/pants/backend/python/goals/package_pex_binary_integration_test.py
index 3fb92910036..1b61ada9376 100644
--- a/src/python/pants/backend/python/goals/package_pex_binary_integration_test.py
+++ b/src/python/pants/backend/python/goals/package_pex_binary_integration_test.py
@@ -418,3 +418,37 @@ def execute_pex(address: Address, **extra_env) -> Results:
     )
     assert "bob" == non_hermetic_results.pythonpath
     assert bob_sys_path_entry in non_hermetic_results.sys_path
+
+
+def test_sh_boot_plumb(rule_runner: PythonRuleRunner) -> None:
+    rule_runner.write_files(
+        {
+            "src/py/project/app.py": dedent(
+                """\
+                print("hello")
+                """
+            ),
+            "src/py/project/BUILD": dedent(
+                """\
+                python_sources(name="lib")
+                pex_binary(
+                    entry_point="app.py",
+                    sh_boot=True
+                )
+                """
+            ),
+        }
+    )
+    tgt = rule_runner.get_target(Address("src/py/project"))
+    field_set = PexBinaryFieldSet.create(tgt)
+    result = rule_runner.request(BuiltPackage, [field_set])
+    assert len(result.artifacts) == 1
+    expected_pex_relpath = "src.py.project/project.pex"
+    assert expected_pex_relpath == result.artifacts[0].relpath
+
+    rule_runner.write_digest(result.digest)
+
+    executable = os.path.join(rule_runner.build_root, expected_pex_relpath)
+    with open(executable, "rb") as f:
+        shebang = f.readline().decode()
+        assert "#!/bin/sh" in shebang
diff --git a/src/python/pants/backend/python/target_types.py b/src/python/pants/backend/python/target_types.py
index 0664c197d8c..d6c6ae36512 100644
--- a/src/python/pants/backend/python/target_types.py
+++ b/src/python/pants/backend/python/target_types.py
@@ -496,6 +496,29 @@ class PexIgnoreErrorsField(BoolField):
     help = "Should PEX ignore errors when it cannot resolve dependencies?"
 
 
+class PexShBootField(BoolField):
+    alias = "sh_boot"
+    default = False
+    help = help_text(
+        """
+        Should PEX create a modified ZIPAPP that uses `/bin/sh` to boot?
+
+        If you know the machines that the PEX will be distributed to have
+        POSIX compliant `/bin/sh` (almost all do, see:
+        https://pubs.opengroup.org/onlinepubs/9699919799/utilities/sh.html);
+        then this is probably the way you want your PEX to boot. Instead of
+        launching via a Python shebang, the PEX will launch via a `#!/bin/sh`
+        shebang that executes a small script embedded in the head of the PEX
+        ZIPAPP that performs initial interpreter selection and re-execution of
+        the underlying PEX in a way that is often more robust than a Python
+        shebang and always faster on 2nd and subsequent runs since the sh
+        script has a constant overhead of O(1ms) whereas the Python overhead
+        to perform the same interpreter selection and re-execution is
+        O(100ms).
+        """
+    )
+
+
 class PexShebangField(StringField):
     alias = "shebang"
     help = help_text(
@@ -680,6 +703,7 @@ class PexVenvHermeticScripts(BoolField):
     PexInheritPathField,
     PexStripEnvField,
     PexIgnoreErrorsField,
+    PexShBootField,
     PexShebangField,
     PexEmitWarningsField,
     PexLayoutField,