diff --git a/packages/@jsii/python-runtime/build-tools/gen.ts b/packages/@jsii/python-runtime/build-tools/gen.ts
index e375f61a0a..7cf813848d 100644
--- a/packages/@jsii/python-runtime/build-tools/gen.ts
+++ b/packages/@jsii/python-runtime/build-tools/gen.ts
@@ -2,6 +2,8 @@
 
 import { copyFileSync, readdirSync, statSync, writeFileSync } from 'fs';
 import { resolve } from 'path';
+import { TargetName } from 'jsii-pacmak';
+import { toReleaseVersion } from 'jsii-pacmak/lib/targets/version-utils';
 
 const EMBEDDED_SOURCE = resolve(__dirname, '..', '..', 'runtime', 'webpack');
 const EMBEDDED_INFO = resolve(__dirname, '..', '..', 'runtime', 'package.json');
@@ -13,7 +15,7 @@ writeFileSync(
   resolve(__dirname, '..', 'src', 'jsii', '_metadata.json'),
   JSON.stringify(
     {
-      version: data.version,
+      version: toReleaseVersion(data.version, TargetName.PYTHON),
       description: data.description,
       license: data.license,
       author: data.author.name,
diff --git a/packages/@jsii/python-runtime/requirements.txt b/packages/@jsii/python-runtime/requirements.txt
index 7fa5a907fd..00860b94b0 100644
--- a/packages/@jsii/python-runtime/requirements.txt
+++ b/packages/@jsii/python-runtime/requirements.txt
@@ -1,9 +1,10 @@
-black~=22.12
-mypy==0.812
+black~=23.1
+mypy==1.0.0
 pip~=23.0
 pytest~=7.2
 pytest-mypy~=0.10
-setuptools~=65.5.1
+setuptools~=67.3.2
+types-python-dateutil~=2.8
 wheel~=0.38
 
 -e .
diff --git a/packages/@jsii/python-runtime/src/jsii/_kernel/__init__.py b/packages/@jsii/python-runtime/src/jsii/_kernel/__init__.py
index 2a90af0f41..bb5ec44079 100644
--- a/packages/@jsii/python-runtime/src/jsii/_kernel/__init__.py
+++ b/packages/@jsii/python-runtime/src/jsii/_kernel/__init__.py
@@ -276,12 +276,10 @@ def _callback_till_result(
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class Statistics:
-
     object_count: int
 
 
 class Kernel(metaclass=Singleton):
-
     # This class translates between the Pythonic interface for the kernel, and the
     # Kernel Provider interface that maps more directly to the JSII Kernel interface.
     # It currently only supports the idea of a process kernel provider, however it
diff --git a/packages/@jsii/python-runtime/src/jsii/_kernel/providers/base.py b/packages/@jsii/python-runtime/src/jsii/_kernel/providers/base.py
index 077739ace6..4e9180b231 100644
--- a/packages/@jsii/python-runtime/src/jsii/_kernel/providers/base.py
+++ b/packages/@jsii/python-runtime/src/jsii/_kernel/providers/base.py
@@ -39,7 +39,6 @@
 
 
 class BaseProvider(metaclass=abc.ABCMeta):
-
     # The API provided by this Provider is not very pythonic, however it is done to map
     # this API as closely to the JSII runtime as possible. Higher level abstractions
     # that layer ontop of the Provider will provide a translation layer that make this
diff --git a/packages/@jsii/python-runtime/src/jsii/_kernel/providers/process.py b/packages/@jsii/python-runtime/src/jsii/_kernel/providers/process.py
index 8932bbd94d..7ae62a11d5 100644
--- a/packages/@jsii/python-runtime/src/jsii/_kernel/providers/process.py
+++ b/packages/@jsii/python-runtime/src/jsii/_kernel/providers/process.py
@@ -69,13 +69,11 @@
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class _HelloResponse:
-
     hello: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class _OkayResponse:
-
     # We could technically mark this as KernelResponse, because we know that
     # it is going to be one of those. However, we can't disambiguate the different
     # types because some of them have the same keys as each other, so the only way
@@ -86,7 +84,6 @@ class _OkayResponse:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class _ErrorResponse:
-
     error: str
     stack: str
     name: str
@@ -94,13 +91,11 @@ class _ErrorResponse:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class _CallbackResponse:
-
     callback: Callback
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class _CompleteRequest:
-
     complete: CompleteRequest
 
 
@@ -284,7 +279,7 @@ def start(self):
 
         self.handshake()
 
-    def stop(self):
+    def stop(self) -> None:
         # This process is closing already, un-registering the hook to not fire twice
         atexit.unregister(self.stop)
 
@@ -304,7 +299,7 @@ def stop(self):
 
         self._ctx_stack.close()
 
-    def handshake(self):
+    def handshake(self) -> None:
         # Get the version of the runtime that we're using.
         resp: _HelloResponse = self._serializer.structure(
             self._next_message(), _HelloResponse
diff --git a/packages/@jsii/python-runtime/src/jsii/_kernel/types.py b/packages/@jsii/python-runtime/src/jsii/_kernel/types.py
index 838a24f661..7779a3e6ee 100644
--- a/packages/@jsii/python-runtime/src/jsii/_kernel/types.py
+++ b/packages/@jsii/python-runtime/src/jsii/_kernel/types.py
@@ -6,21 +6,18 @@
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class ObjRef:
-
     ref: str
     interfaces: Optional[List[str]] = None
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class EnumRef:
-
     ref: ObjRef
     member: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class Override:
-
     method: Optional[str] = None
     property: Optional[str] = None
     cookie: Optional[str] = None
@@ -28,7 +25,6 @@ class Override:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class LoadRequest:
-
     name: str
     version: str
     tarball: str
@@ -36,14 +32,12 @@ class LoadRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class LoadResponse:
-
     assembly: str
     types: int
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class GetScriptCommandRequest:
-
     assembly: str
     script: str
     args: List[Any] = attr.Factory(list)
@@ -51,7 +45,6 @@ class GetScriptCommandRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class GetScriptCommandResponse:
-
     command: str
     args: List[str] = attr.Factory(list)
     env: Dict[str, str] = attr.Factory(dict)
@@ -59,7 +52,6 @@ class GetScriptCommandResponse:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class InvokeScriptRequest:
-
     assembly: str
     script: str
     args: List[Any] = attr.Factory(list)
@@ -67,7 +59,6 @@ class InvokeScriptRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class InvokeScriptResponse:
-
     status: int
     stdout: str
     stderr: str
@@ -76,7 +67,6 @@ class InvokeScriptResponse:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class CreateRequest:
-
     fqn: str
     args: List[Any] = attr.Factory(list)
     overrides: List[Override] = attr.Factory(list)
@@ -90,7 +80,6 @@ class CreateResponse(ObjRef):
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class DeleteRequest:
-
     objref: ObjRef
 
 
@@ -101,27 +90,23 @@ class DeleteResponse:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class GetRequest:
-
     objref: ObjRef
     property: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class StaticGetRequest:
-
     fqn: str
     property: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class GetResponse:
-
     value: Any = None
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class StaticSetRequest:
-
     fqn: str
     property: str
     value: str
@@ -129,7 +114,6 @@ class StaticSetRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class SetRequest:
-
     objref: ObjRef
     property: str
     value: Any
@@ -142,7 +126,6 @@ class SetResponse:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class StaticInvokeRequest:
-
     fqn: str
     method: str
     args: Optional[List[Any]] = attr.Factory(list)
@@ -150,7 +133,6 @@ class StaticInvokeRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class InvokeRequest:
-
     objref: ObjRef
     method: str
     args: Optional[List[Any]] = attr.Factory(list)
@@ -158,13 +140,11 @@ class InvokeRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class InvokeResponse:
-
     result: Any = None
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class BeginRequest:
-
     objref: ObjRef
     method: str
     args: Optional[List[Any]] = attr.Factory(list)
@@ -172,25 +152,21 @@ class BeginRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class BeginResponse:
-
     promiseid: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class EndRequest:
-
     promiseid: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class EndResponse:
-
     result: Optional[Any] = None
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class Callback:
-
     cbid: str
     cookie: str
     invoke: Optional[InvokeRequest] = None
@@ -205,13 +181,11 @@ class CallbacksRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class CallbacksResponse:
-
     callbacks: List[Callback]
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class CompleteRequest:
-
     cbid: str
     err: Optional[str] = None
     result: Optional[Any] = None
@@ -219,19 +193,16 @@ class CompleteRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class CompleteResponse:
-
     cbid: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class NamingRequest:
-
     assembly: str
 
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class NamingResponse:
-
     naming: Mapping[str, Mapping[str, Optional[Any]]]
 
 
@@ -242,7 +213,6 @@ class StatsRequest:
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class StatsResponse:
-
     objectCount: int
 
 
diff --git a/packages/@jsii/python-runtime/src/jsii/_runtime.py b/packages/@jsii/python-runtime/src/jsii/_runtime.py
index 4604e93db9..19dcc31ba0 100644
--- a/packages/@jsii/python-runtime/src/jsii/_runtime.py
+++ b/packages/@jsii/python-runtime/src/jsii/_runtime.py
@@ -31,7 +31,6 @@
 
 @attr.s(auto_attribs=True, frozen=True, slots=True)
 class JSIIAssembly:
-
     name: str
     version: str
     module: str
diff --git a/packages/@jsii/python-runtime/src/jsii/_utils.py b/packages/@jsii/python-runtime/src/jsii/_utils.py
index c486c9bcbf..007a91e5e3 100644
--- a/packages/@jsii/python-runtime/src/jsii/_utils.py
+++ b/packages/@jsii/python-runtime/src/jsii/_utils.py
@@ -4,7 +4,6 @@
 
 
 class Singleton(type):
-
     _instances: MutableMapping[Type[Any], Any] = {}
 
     def __call__(cls, *args, **kwargs):
diff --git a/packages/@jsii/python-runtime/tests/test_compliance.py b/packages/@jsii/python-runtime/tests/test_compliance.py
index 9b09682462..7192f96db5 100644
--- a/packages/@jsii/python-runtime/tests/test_compliance.py
+++ b/packages/@jsii/python-runtime/tests/test_compliance.py
@@ -132,7 +132,6 @@ def override_me_too(self):
 
 
 class SyncOverrides(SyncVirtualMethods):
-
     multiplier = 1
     return_super = False
     call_async = False
@@ -648,7 +647,6 @@ def the_property(self, value):
 def test_propertyOverrides_interfaces():
     @jsii.implements(IInterfaceWithProperties)
     class TInterfaceWithProperties:
-
         x = None
 
         @property
@@ -673,7 +671,6 @@ def read_write_string(self, value):
 def test_interfaceBuilder():
     @jsii.implements(IInterfaceWithProperties)
     class TInterfaceWithProperties:
-
         x = "READ_WRITE"
 
         @property
@@ -729,7 +726,7 @@ def test_fail_syncOverrides_callsDoubleAsync_propertySetter():
         obj.caller_is_property = 12
 
 
-def test_testInterfaces():
+def test_testInterfaces() -> None:
     friendly: IFriendly
     friendlier: IFriendlier
     random_number_generator: IRandomNumberGenerator
diff --git a/packages/jsii-pacmak/lib/targets/python.ts b/packages/jsii-pacmak/lib/targets/python.ts
index 30374e20fc..831f0e41e0 100644
--- a/packages/jsii-pacmak/lib/targets/python.ts
+++ b/packages/jsii-pacmak/lib/targets/python.ts
@@ -2081,7 +2081,10 @@ class Package {
     code.closeFile('README.md');
 
     // Strip " (build abcdef)" from the jsii version
-    const jsiiVersionSimple = this.metadata.jsiiVersion.replace(/ .*$/, '');
+    const jsiiVersionSimple = toReleaseVersion(
+      this.metadata.jsiiVersion.replace(/ .*$/, ''),
+      TargetName.PYTHON,
+    );
 
     const setupKwargs = {
       name: this.name,
diff --git a/packages/jsii-pacmak/lib/targets/python/requirements-dev.txt b/packages/jsii-pacmak/lib/targets/python/requirements-dev.txt
index bf9747abe2..524f11fbac 100644
--- a/packages/jsii-pacmak/lib/targets/python/requirements-dev.txt
+++ b/packages/jsii-pacmak/lib/targets/python/requirements-dev.txt
@@ -3,7 +3,7 @@
 # be installed in the virtual environment used for building the distribution
 # package (wheel, sdist), but not declared as build-system dependencies.
 
-setuptools~=65.5.1 # build-system
-wheel~=0.38.4      # build-system
+setuptools~=67.3.2 # build-system
+wheel~=0.38        # build-system
 
 twine~=4.0.2
diff --git a/packages/jsii-pacmak/test/generated-code/__snapshots__/examples.test.js.snap b/packages/jsii-pacmak/test/generated-code/__snapshots__/examples.test.js.snap
index c6d4b04771..dd27fd2f5d 100644
--- a/packages/jsii-pacmak/test/generated-code/__snapshots__/examples.test.js.snap
+++ b/packages/jsii-pacmak/test/generated-code/__snapshots__/examples.test.js.snap
@@ -1220,7 +1220,7 @@ testpkg.FooBar=example.test.demo.FooBar
 
 exports[`diamond-struct-parameter.ts: <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
@@ -2641,7 +2641,7 @@ testpkg.Namespace2.Foo.Final=example.test.demo.Namespace2$Foo.Final
 
 exports[`nested-types.ts: <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
diff --git a/packages/jsii-pacmak/test/generated-code/__snapshots__/prerelease-identifiers.test.js.snap b/packages/jsii-pacmak/test/generated-code/__snapshots__/prerelease-identifiers.test.js.snap
index dfb457b49c..269762fb91 100644
--- a/packages/jsii-pacmak/test/generated-code/__snapshots__/prerelease-identifiers.test.js.snap
+++ b/packages/jsii-pacmak/test/generated-code/__snapshots__/prerelease-identifiers.test.js.snap
@@ -407,7 +407,7 @@ foo
 
 exports[`foo@1.2.3 depends on bar@^2.0.0-rc.42: <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
@@ -916,7 +916,7 @@ foo
 
 exports[`foo@1.2.3 depends on bar@^4.5.6-pre.1337: <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
@@ -1405,7 +1405,7 @@ foo
 
 exports[`foo@2.0.0-rc.42: <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
@@ -1891,7 +1891,7 @@ foo
 
 exports[`foo@4.5.6-pre.1337: <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
diff --git a/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap b/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap
index d01c555b50..1e09f2e78f 100644
--- a/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap
+++ b/packages/jsii-pacmak/test/generated-code/__snapshots__/target-python.test.js.snap
@@ -243,7 +243,7 @@ scope.jsii-calc-base
 
 exports[`Generated code for "@scope/jsii-calc-base": <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
@@ -797,7 +797,7 @@ scope.jsii-calc-base-of-base
 
 exports[`Generated code for "@scope/jsii-calc-base-of-base": <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
@@ -1324,7 +1324,7 @@ scope.jsii-calc-lib
 
 exports[`Generated code for "@scope/jsii-calc-lib": <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]
@@ -2914,7 +2914,7 @@ foo = "bar"
 
 exports[`Generated code for "jsii-calc": <outDir>/python/pyproject.toml 1`] = `
 [build-system]
-requires = ["setuptools~=65.5.1", "wheel~=0.38.4"]
+requires = ["setuptools~=67.3.2", "wheel~=0.38"]
 build-backend = "setuptools.build_meta"
 
 [tool.pyright]