diff --git a/.github/workflows/pybind11.yml b/.github/workflows/pybind11.yml
index 1bdc426..1592e31 100644
--- a/.github/workflows/pybind11.yml
+++ b/.github/workflows/pybind11.yml
@@ -71,7 +71,7 @@ jobs:
       run: brew install boost
 
     - name: Update CMake
-      uses: jwlawson/actions-setup-cmake@v1.13
+      uses: jwlawson/actions-setup-cmake@v2.0
 
     - name: Cache wheels
       if: runner.os == 'macOS'
@@ -97,6 +97,10 @@ jobs:
       run: >
         cmake -S . -B .
         -DPYBIND11_WERROR=ON
+        -DPYBIND11_DISABLE_HANDLE_TYPE_NAME_DEFAULT_IMPLEMENTATION=ON
+        -DPYBIND11_SIMPLE_GIL_MANAGEMENT=ON
+        -DPYBIND11_NUMPY_1_ONLY=ON
+        -DPYBIND11_PYTEST_ARGS=-v
         -DDOWNLOAD_CATCH=ON
         -DDOWNLOAD_EIGEN=ON
         -DCMAKE_CXX_STANDARD=11
@@ -109,8 +113,6 @@ jobs:
       run: cmake --build . --target pytest -j 2
 
     - name: C++11 tests
-      # TODO: Figure out how to load the DLL on Python 3.8+
-      if: "!(runner.os == 'Windows' && (matrix.python == 3.8 || matrix.python == 3.9 || matrix.python == '3.10' || matrix.python == '3.11-dev' || matrix.python == 'pypy-3.8'))"
       run: cmake --build .  --target cpptest -j 2
 
     - name: Interface test C++11
@@ -124,6 +126,9 @@ jobs:
       run: >
         cmake -S . -B build2
         -DPYBIND11_WERROR=ON
+        -DPYBIND11_SIMPLE_GIL_MANAGEMENT=OFF
+        -DPYBIND11_NUMPY_1_ONLY=ON
+        -DPYBIND11_PYTEST_ARGS=-v
         -DDOWNLOAD_CATCH=ON
         -DDOWNLOAD_EIGEN=ON
         -DCMAKE_CXX_STANDARD=17
@@ -136,8 +141,6 @@ jobs:
       run: cmake --build build2 --target pytest
 
     - name: C++ tests
-      # TODO: Figure out how to load the DLL on Python 3.8+
-      if: "!(runner.os == 'Windows' && (matrix.python == 3.8 || matrix.python == 3.9 || matrix.python == '3.10' || matrix.python == '3.11-dev' || matrix.python == 'pypy-3.8'))"
       run: cmake --build build2 --target cpptest
 
     # Third build - C++17 mode with unstable ABI
@@ -145,11 +148,12 @@ jobs:
       run: >
         cmake -S . -B build3
         -DPYBIND11_WERROR=ON
+        -DPYBIND11_PYTEST_ARGS=-v
         -DDOWNLOAD_CATCH=ON
         -DDOWNLOAD_EIGEN=ON
         -DCMAKE_CXX_STANDARD=17
         -DPYBIND11_INTERNALS_VERSION=10000000
-        "-DPYBIND11_TEST_OVERRIDE=test_call_policies.cpp;test_gil_scoped.cpp;test_thread.cpp"
+       "-DPYBIND11_TEST_OVERRIDE=test_call_policies.cpp;test_gil_scoped.cpp;test_thread.cpp"
         ${{ matrix.args }}
 
     - name: Build (unstable ABI)
diff --git a/.github/workflows/pytest-html.yml b/.github/workflows/pytest-html.yml
index ed6b75f..9803744 100644
--- a/.github/workflows/pytest-html.yml
+++ b/.github/workflows/pytest-html.yml
@@ -34,7 +34,7 @@ jobs:
             python-version: pypy-3.10-nightly
 
           - os: windows-latest
-            name: pypy3.9-nightly-windows
+            name: pypy3.11-nightly-windows
             toxname: pypy3
             python-version: pypy-3.11-nightly