diff --git a/packages/infrastructure/test/projects/python/__snapshots__/infrastructure-py-project.test.ts.snap b/packages/infrastructure/test/projects/python/__snapshots__/infrastructure-py-project.test.ts.snap
index 62dbc31ab..e290fceb7 100644
--- a/packages/infrastructure/test/projects/python/__snapshots__/infrastructure-py-project.test.ts.snap
+++ b/packages/infrastructure/test/projects/python/__snapshots__/infrastructure-py-project.test.ts.snap
@@ -769,6 +769,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -784,6 +787,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
@@ -1622,6 +1628,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -1637,6 +1646,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
@@ -2510,6 +2522,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -2525,6 +2540,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
@@ -3457,6 +3475,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -3472,6 +3493,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
@@ -4431,6 +4455,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -4446,6 +4473,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
@@ -5341,6 +5371,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -5356,6 +5389,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
diff --git a/packages/monorepo/src/components/nx-configurator.ts b/packages/monorepo/src/components/nx-configurator.ts
index 6ee9e6248..c1d7c3264 100644
--- a/packages/monorepo/src/components/nx-configurator.ts
+++ b/packages/monorepo/src/components/nx-configurator.ts
@@ -197,9 +197,14 @@ export class NxConfigurator extends Component implements INxProjectCore {
       ["install", "install:ci"].forEach((t) => {
         const task = project.tasks.tryFind(t);
 
-        // Setup env
-        const cmd = "poetry env use python$PYTHON_VERSION";
-        task?.steps[0]?.exec !== cmd && task?.prependExec(cmd);
+        // Setup env and ensure the projen & pdk bins are removed from the venv as we always want to use the npx variant
+        [
+          "rm -f `poetry env info -p`/bin/projen `poetry env info -p`/bin/pdk",
+          "poetry env use python$PYTHON_VERSION",
+        ].forEach(
+          (cmd) =>
+            !task?.steps.find((s) => s.exec === cmd) && task?.prependExec(cmd)
+        );
 
         const pythonVersion = project.deps.tryGetDependency("python")?.version;
         task!.env(
diff --git a/packages/monorepo/test/__snapshots__/monorepo.test.ts.snap b/packages/monorepo/test/__snapshots__/monorepo.test.ts.snap
index 981330d53..27e84ffc8 100644
--- a/packages/monorepo/test/__snapshots__/monorepo.test.ts.snap
+++ b/packages/monorepo/test/__snapshots__/monorepo.test.ts.snap
@@ -9554,6 +9554,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -9569,6 +9572,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
@@ -10143,6 +10149,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -10158,6 +10167,9 @@ cython_debug/
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
@@ -19564,6 +19576,9 @@ link-workspace-packages=true
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry update",
           },
@@ -19582,6 +19597,9 @@ link-workspace-packages=true
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "poetry check --lock && poetry install",
           },
diff --git a/packages/type-safe-api/test/project/__snapshots__/type-safe-api-project.test.ts.snap b/packages/type-safe-api/test/project/__snapshots__/type-safe-api-project.test.ts.snap
index ed745f703..0fb03e070 100644
--- a/packages/type-safe-api/test/project/__snapshots__/type-safe-api-project.test.ts.snap
+++ b/packages/type-safe-api/test/project/__snapshots__/type-safe-api-project.test.ts.snap
@@ -7759,6 +7759,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_java_python_runtime && touch openapi_java_python_runtime/__init__.py",
           },
@@ -7777,6 +7780,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_java_python_runtime && touch openapi_java_python_runtime/__init__.py",
           },
@@ -15569,6 +15575,9 @@ mocks
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_python_python_infra && touch openapi_python_python_infra/__init__.py",
           },
@@ -15587,6 +15596,9 @@ mocks
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_python_python_infra && touch openapi_python_python_infra/__init__.py",
           },
@@ -17111,6 +17123,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_python_python_runtime && touch openapi_python_python_runtime/__init__.py",
           },
@@ -17129,6 +17144,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_python_python_runtime && touch openapi_python_python_runtime/__init__.py",
           },
@@ -26833,6 +26851,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_typescript_python_runtime && touch openapi_typescript_python_runtime/__init__.py",
           },
@@ -26851,6 +26872,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p openapi_typescript_python_runtime && touch openapi_typescript_python_runtime/__init__.py",
           },
@@ -43893,6 +43917,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_java_python_runtime && touch smithy_java_python_runtime/__init__.py",
           },
@@ -43911,6 +43938,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_java_python_runtime && touch smithy_java_python_runtime/__init__.py",
           },
@@ -66748,6 +66778,9 @@ mocks
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_python_python_infra && touch smithy_python_python_infra/__init__.py",
           },
@@ -66766,6 +66799,9 @@ mocks
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_python_python_infra && touch smithy_python_python_infra/__init__.py",
           },
@@ -68290,6 +68326,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_python_python_runtime && touch smithy_python_python_runtime/__init__.py",
           },
@@ -68308,6 +68347,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_python_python_runtime && touch smithy_python_python_runtime/__init__.py",
           },
@@ -78200,6 +78242,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_typescript_python_runtime && touch smithy_typescript_python_runtime/__init__.py",
           },
@@ -78218,6 +78263,9 @@ pyproject.toml
           {
             "exec": "poetry env use python$PYTHON_VERSION",
           },
+          {
+            "exec": "rm -f \`poetry env info -p\`/bin/projen \`poetry env info -p\`/bin/pdk",
+          },
           {
             "exec": "mkdir -p smithy_typescript_python_runtime && touch smithy_typescript_python_runtime/__init__.py",
           },