diff --git a/.github/workflows/selfhosted_runner.yml b/.github/workflows/selfhosted_runner.yml
index ec4324977..b57262f51 100644
--- a/.github/workflows/selfhosted_runner.yml
+++ b/.github/workflows/selfhosted_runner.yml
@@ -1,4 +1,6 @@
-name: Windows self-hosted test
+# This is our full unit tests
+# Self-hosted, run on an old notebook
+name: Unit testing
 
 on:
   push:
@@ -10,14 +12,21 @@ on:
 jobs:
 
   build:
-    name: Self Hosted Testing
+    name: Unit tests
     runs-on: self-hosted
+
+    strategy:
+      matrix:
+        os: [ubuntu-latest]
+        python-version: ['3.8', '3.9.13', '3.10', '3.11']
+        architecture: ['x64']
+
     steps:
       - uses: actions/checkout@v3
       - name: Setup Python
         uses: actions/setup-python@v4
         with:
-          python-version: "3.10"
+          python-version: ${{ matrix.python-version }}
 
       - name: Install dependencies part 1
         run: |
@@ -25,20 +34,10 @@ jobs:
           python -m venv .venv
           source .venv/bin/activate
           python -m pip install -U pip wheel setuptools
-          python -m pip install pyogg pymunk
       - name: Install dependencies part 2
         run: |
           source .venv/bin/activate
-          python -m pip install -I -e .[dev]
-      - name: code-inspection
-        run: | 
-          source .venv/bin/activate
-          mypy arcade
-          ruff arcade
-      - name: build-docs
-        run: |
-          source .venv/bin/activate
-          sphinx-build doc build -W
+          python -m pip install -I -e .[testing_libraries]
       - name: Test with pytest
         run: |
           source .venv/bin/activate
@@ -64,7 +63,7 @@ jobs:
       - name: Upload a Build Artifact
         if: always() && steps.prepare-artifact.outcome == 'success'
         continue-on-error: true
-        uses: actions/upload-artifact@v2
+        uses: actions/upload-artifact@v3
         with:
           name: pull-request-payload
           path: pull_request_payload.json
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index cc583c5da..be08e57b3 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -1,4 +1,6 @@
-name: GitHub Ubuntu test
+# This does code inspection and checks to make sure building of docs works
+
+name:  GitHub based tests
 
 on:
   push:
@@ -10,13 +12,13 @@ on:
 jobs:
 
   build:
-    name: test
+    name: Code inspections
     runs-on: ${{ matrix.os }}
 
     strategy:
       matrix:
         os: [ubuntu-latest]
-        python-version: ['3.8', '3.9', '3.10', '3.11']
+        python-version: ['3.11']
         architecture: ['x64']
 
     steps:
@@ -46,10 +48,57 @@ jobs:
         if: ${{ (success() || failure()) && steps.wheel.outcome == 'success' }}
         run: | 
           python ./make.py ruff
+      # Prepare the Pull Request Payload artifact. If this fails,
+      # we fail silently using the `continue-on-error` option. It's
+      # nice if this succeeds, but if it fails for any reason, it
+      # does not mean that our lint-test checks failed.
+      - name: Prepare Pull Request Payload artifact
+        id: prepare-artifact
+        if: always() && github.event_name == 'pull_request'
+        continue-on-error: true
+        run: cat $GITHUB_EVENT_PATH | jq '.pull_request' > pull_request_payload.json
+
+      # This only makes sense if the previous step succeeded. To
+      # get the original outcome of the previous step before the
+      # `continue-on-error` conclusion is applied, we use the
+      # `.outcome` value. This step also fails silently.
+      - name: Upload a Build Artifact
+        if: always() && steps.prepare-artifact.outcome == 'success'
+        continue-on-error: true
+        uses: actions/upload-artifact@v3
+        with:
+          name: pull-request-payload
+          path: pull_request_payload.json
+
+  builddoc:
+    name: Documentation build test
+    runs-on: ${{ matrix.os }}
+
+    strategy:
+      matrix:
+        os: [ubuntu-latest]
+        python-version: ['3.11']
+        architecture: ['x64']
+
+    steps:
+      - uses: actions/checkout@v3
+      - name: setup
+        uses: actions/setup-python@v4
+        with:
+          python-version: ${{ matrix.python-version }}
+          architecture: ${{ matrix.architecture }}
+
+      - name: dependencies
+        run: |
+          python -m pip install -U pip wheel setuptools
+      - name: wheel
+        id: wheel
+        run: |
+          python -m pip install -e .[dev]
       - name: build-docs
         run: |
           sphinx-build doc build -W
-      # Prepare the Pull Request Payload artifact. If this fails, we
+      # Prepare the Pull Request Payload artifact. If this fails,
       # we fail silently using the `continue-on-error` option. It's
       # nice if this succeeds, but if it fails for any reason, it
       # does not mean that our lint-test checks failed.
@@ -66,7 +115,7 @@ jobs:
       - name: Upload a Build Artifact
         if: always() && steps.prepare-artifact.outcome == 'success'
         continue-on-error: true
-        uses: actions/upload-artifact@v2
+        uses: actions/upload-artifact@v3
         with:
           name: pull-request-payload
           path: pull_request_payload.json
diff --git a/.github/workflows/verify_types.yml b/.github/workflows/verify_types.yml
index df229b8ea..f6de7b98b 100644
--- a/.github/workflows/verify_types.yml
+++ b/.github/workflows/verify_types.yml
@@ -10,7 +10,7 @@ on:
 jobs:
 
   verifytypes:
-    name: verifytypes
+    name: Verify types
     runs-on: ubuntu-latest
 
     steps:
diff --git a/doc/tutorials/menu/menu_05.py b/doc/tutorials/menu/menu_05.py
index d5c5ba6dc..5917ec5eb 100644
--- a/doc/tutorials/menu/menu_05.py
+++ b/doc/tutorials/menu/menu_05.py
@@ -3,6 +3,8 @@
 
 Shows the usage of almost every gui widget, switching views and making a modal.
 """
+from typing import List
+
 import arcade
 import arcade.gui
 
@@ -155,7 +157,7 @@ def on_draw(self):
 class SubMenu(arcade.gui.UIMouseFilterMixin, arcade.gui.UIAnchorLayout):
     """Acts like a fake view/window."""
 
-    def __init__(self, title: str, input_text: str, toggle_label: str, dropdown_options: list[str], slider_label: str):
+    def __init__(self, title: str, input_text: str, toggle_label: str, dropdown_options: List[str], slider_label: str):
         super().__init__(size_hint=(1, 1))
 
         # Setup frame which will act like the window.
diff --git a/pyproject.toml b/pyproject.toml
index 4a34e0375..79f414bb8 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -22,8 +22,8 @@ classifiers = [
 ]
 dependencies = [
     "pyglet>=2.0.8,<2.1",
-    "pillow~=9.5.0",
-    "pymunk~=6.5.0",
+    "pillow~=10.0.0",
+    "pymunk~=6.5.1",
     "pytiled-parser~=2.2.3"
 ]
 dynamic = ["version"]
@@ -37,6 +37,7 @@ Source = "https://github.com/pythonarcade/arcade"
 Book = "https://learn.arcade.academy"
 
 [project.optional-dependencies]
+# Used for dev work
 dev = [
     "pytest",
     "mypy",
@@ -45,19 +46,26 @@ dev = [
     "coveralls",
     "pytest-mock",
     "pytest-cov",
-    "pygments==2.15.1",
-    "docutils==0.19",
+    "pygments==2.16.1",
+    "docutils==0.20.1",
     "furo",
     "pyright==1.1.322",
-    "pyyaml==6.0",
-    "sphinx==7.1.2",
+    "pyyaml==6.0.1",
+    "sphinx==7.2.2",
     "sphinx-autobuild==2021.3.14",
     "sphinx-copybutton==0.5.2",
-    # Intentionally kept at 2.3 until this bugfix is published: https://github.com/jdillard/sphinx-sitemap/pull/62
-    "sphinx-sitemap==2.3.0",
+    "sphinx-sitemap==2.5.1",
     "typer[all]==0.7.0",
     "wheel",
 ]
+# Testing only
+testing_libraries = [
+    "pytest",
+    "pytest-mock",
+    "pytest-cov",
+    "pyyaml==6.0.1",
+    "typer[all]==0.7.0",
+]
 
 [project.scripts]
 arcade = "arcade.management:execute_from_command_line"
diff --git a/tests/unit/resources/test_resources.py b/tests/unit/resources/test_resources.py
index 3ff4ba2aa..acef0a2b3 100644
--- a/tests/unit/resources/test_resources.py
+++ b/tests/unit/resources/test_resources.py
@@ -45,7 +45,8 @@ def test_resource_listing_is_complete():
             continue
         if path.suffix in skip_extensions:
             continue
-        if any(path.is_relative_to(skip_path) for skip_path in skip_paths):
+        if any(str(path).startswith(str(skip_path)) for skip_path in skip_paths):
+        # if any(path.is_relative_to(skip_path) for skip_path in skip_paths): # Python 3.9+
             continue
         paths_in_resources.add(path)
 
diff --git a/util/make_resources_init.py b/util/make_resources_init.py
index f33eec918..ffaf61245 100644
--- a/util/make_resources_init.py
+++ b/util/make_resources_init.py
@@ -82,7 +82,8 @@ def get_prefix(path: Path) -> str:
 def is_path_ignored(path: Path) -> bool:
     """Return True if the path should be ignored."""
     for ignore_path in IGNORE_PATHS:
-        if path.is_relative_to(ignore_path):
+        # if path.is_relative_to(ignore_path): # Python 3.9+
+        if str(path).startswith(str(ignore_path)):
             return True
     return False