diff --git a/.github/workflows/docs_test_action.yml b/.github/workflows/docs_test_action.yml
index 8f60ba5..761b41f 100644
--- a/.github/workflows/docs_test_action.yml
+++ b/.github/workflows/docs_test_action.yml
@@ -29,7 +29,7 @@ jobs:
               - '!tests/**'
 
       - name: Install and Build 🔧
-        uses: sphinx-toolbox/sphinx-action@sphinx-3.3.1
+        uses: sphinx-toolbox/sphinx-action@sphinx-3.3.1-py39
         if: steps.changes.outputs.code == 'true'
         with:
           pre-build-command: python -m pip install tox
diff --git a/.github/workflows/flake8.yml b/.github/workflows/flake8.yml
index af1b394..5e67c5c 100644
--- a/.github/workflows/flake8.yml
+++ b/.github/workflows/flake8.yml
@@ -35,7 +35,7 @@ jobs:
         if: steps.changes.outputs.code == 'true'
         uses: "actions/setup-python@v5"
         with:
-          python-version: "3.8"
+          python-version: "3.9"
 
       - name: Install dependencies 🔧
         if: steps.changes.outputs.code == 'true'
diff --git a/.github/workflows/mypy.yml b/.github/workflows/mypy.yml
index bd74787..4c22a52 100644
--- a/.github/workflows/mypy.yml
+++ b/.github/workflows/mypy.yml
@@ -20,7 +20,7 @@ jobs:
 
     strategy:
       matrix:
-        os: ['ubuntu-22.04', 'windows-2019']
+        os: ['ubuntu-22.04', 'windows-2022']
       fail-fast: false
 
     steps:
@@ -40,7 +40,7 @@ jobs:
         if: steps.changes.outputs.code == 'true'
         uses: "actions/setup-python@v5"
         with:
-          python-version: "3.8"
+          python-version: "3.9"
 
       - name: Install dependencies 🔧
         run: |
diff --git a/.github/workflows/octocheese.yml b/.github/workflows/octocheese.yml
index 0c27969..b6bb35f 100644
--- a/.github/workflows/octocheese.yml
+++ b/.github/workflows/octocheese.yml
@@ -6,6 +6,9 @@ on:
   schedule:
     - cron: 0 12 * * *
 
+permissions:
+  contents: write
+
 jobs:
   Run:
     runs-on: ubuntu-latest
diff --git a/.github/workflows/python_ci.yml b/.github/workflows/python_ci.yml
index f31486e..e8e18c1 100644
--- a/.github/workflows/python_ci.yml
+++ b/.github/workflows/python_ci.yml
@@ -18,8 +18,8 @@ permissions:
 
 jobs:
   tests:
-    name: "windows-2019 / Python ${{ matrix.config.python-version }}"
-    runs-on: "windows-2019"
+    name: "windows-2022 / Python ${{ matrix.config.python-version }}"
+    runs-on: "windows-2022"
     continue-on-error: ${{ matrix.config.experimental }}
     env:
       USING_COVERAGE: '3.7,3.8,3.9,3.10,3.11,3.12,3.13,pypy-3.7,pypy-3.8,pypy-3.9'
@@ -36,8 +36,8 @@ jobs:
           - {python-version: "3.12", testenvs: "py312,build", experimental: False}
           - {python-version: "3.13", testenvs: "py313,build", experimental: False}
           - {python-version: "pypy-3.7", testenvs: "pypy37,build", experimental: False}
-          - {python-version: "pypy-3.8", testenvs: "pypy38,build", experimental: False}
-          - {python-version: "pypy-3.9-v7.3.15", testenvs: "pypy39,build", experimental: True}
+          - {python-version: "pypy-3.8", testenvs: "pypy38", experimental: False}
+          - {python-version: "pypy-3.9-v7.3.15", testenvs: "pypy39", experimental: True}
 
     steps:
       - name: Checkout 🛎️
diff --git a/.github/workflows/python_ci_linux.yml b/.github/workflows/python_ci_linux.yml
index eef19bf..844088c 100644
--- a/.github/workflows/python_ci_linux.yml
+++ b/.github/workflows/python_ci_linux.yml
@@ -161,7 +161,7 @@ jobs:
 
       - name: Upload distribution to PyPI 🚀
         if: startsWith(github.ref, 'refs/tags/')
-        uses: pypa/gh-action-pypi-publish@v1.4.2
+        uses: pypa/gh-action-pypi-publish@v1.13.0
         with:
           user: __token__
           password: ${{ secrets.PYPI_TOKEN }}
diff --git a/.github/workflows/python_ci_macos.yml b/.github/workflows/python_ci_macos.yml
index 9ced940..f4448f9 100644
--- a/.github/workflows/python_ci_macos.yml
+++ b/.github/workflows/python_ci_macos.yml
@@ -28,14 +28,14 @@ jobs:
       fail-fast: False
       matrix:
         config:
-          - {python-version: "3.7", os-ver: "13", testenvs: "py37,build", experimental: False}
+          - {python-version: "3.7", os-ver: "15-intel", testenvs: "py37,build", experimental: False}
           - {python-version: "3.8", os-ver: "14", testenvs: "py38,build", experimental: False}
           - {python-version: "3.9", os-ver: "14", testenvs: "py39,build", experimental: False}
           - {python-version: "3.10", os-ver: "14", testenvs: "py310,build", experimental: False}
           - {python-version: "3.11", os-ver: "14", testenvs: "py311,build", experimental: False}
           - {python-version: "3.12", os-ver: "14", testenvs: "py312,build", experimental: False}
           - {python-version: "3.13", os-ver: "14", testenvs: "py313,build", experimental: False}
-          - {python-version: "pypy-3.7", os-ver: "13", testenvs: "pypy37,build", experimental: False}
+          - {python-version: "pypy-3.7", os-ver: "15-intel", testenvs: "pypy37,build", experimental: False}
           - {python-version: "pypy-3.8", os-ver: "14", testenvs: "pypy38,build", experimental: False}
           - {python-version: "pypy-3.9", os-ver: "14", testenvs: "pypy39,build", experimental: True}
 
diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index f920fb1..ac6912d 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -43,7 +43,7 @@ repos:
     - id: bind-requirements
 
  - repo: https://github.com/python-formate/flake8-dunder-all
-   rev: v0.4.1
+   rev: v0.5.0
    hooks:
     - id: ensure-dunder-all
       files: ^dep_checker/.*\.py$
@@ -62,11 +62,11 @@ repos:
     - id: rst-inline-touching-normal
 
  - repo: https://github.com/asottile/pyupgrade
-   rev: v2.12.0
+   rev: v3.3.0
    hooks:
     - id: pyupgrade
       args:
-       - --py36-plus
+       - --py37-plus
        - --keep-runtime-typing
 
  - repo: https://github.com/Lucas-C/pre-commit-hooks
diff --git a/doc-source/requirements.txt b/doc-source/requirements.txt
index a32a461..8eba9e9 100644
--- a/doc-source/requirements.txt
+++ b/doc-source/requirements.txt
@@ -1,8 +1,10 @@
 git+https://github.com/domdfcoding/sphinx-click.git
 default-values>=0.6.0
+docutils<0.22
 extras-require>=0.5.0
 furo==2021.06.18b36
 html-section>=0.3.0
+roman>=4.0
 seed-intersphinx-mapping>=1.2.2
 sphinx>=3.0.3
 sphinx-copybutton>=0.5.2
diff --git a/pyproject.toml b/pyproject.toml
index fcf76d1..6c71052 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -120,7 +120,7 @@ autodoc_exclude_members = [
 ]
 
 [tool.mypy]
-python_version = "3.8"
+python_version = "3.9"
 namespace_packages = true
 check_untyped_defs = true
 warn_unused_ignores = true
diff --git a/tox.ini b/tox.ini
index 81a8977..0e44b6c 100644
--- a/tox.ini
+++ b/tox.ini
@@ -46,7 +46,7 @@ requires =
 [envlists]
 test = py37, py38, py39, py310, py311, py312, py313, pypy37, pypy38, pypy39
 qa = mypy, lint
-cov = py38, coverage
+cov = py39, coverage
 
 [testenv]
 setenv =
@@ -68,7 +68,6 @@ download = True
 setenv =
     PYTHONDEVMODE=1
     PIP_DISABLE_PIP_VERSION_CHECK=1
-    UNSAFE_PYO3_SKIP_VERSION_CHECK=1
 
 [testenv:py312]
 download = True
@@ -79,7 +78,7 @@ setenv =
 [testenv:docs]
 setenv = SHOW_TODOS = 1
 passenv = SPHINX_BUILDER
-basepython = python3.8
+basepython = python3.9
 changedir = {toxinidir}/doc-source
 deps = -r{toxinidir}/doc-source/requirements.txt
 commands = sphinx-build -M {env:SPHINX_BUILDER:html} . ./build {posargs}
@@ -103,7 +102,7 @@ commands =
     check-wheel-contents dist/
 
 [testenv:lint]
-basepython = python3.8
+basepython = python3.9
 changedir = {toxinidir}
 ignore_errors = True
 skip_install = True
@@ -123,6 +122,7 @@ deps =
     flake8-sphinx-links>=0.0.4
     flake8-strftime>=0.1.1
     flake8-typing-imports>=1.10.0
+    git+https://github.com/domdfcoding/restructuredtext-lint.git@fix-deprecations
     git+https://github.com/domdfcoding/flake8-rst-docstrings-sphinx.git
     git+https://github.com/domdfcoding/flake8-rst-docstrings.git
     git+https://github.com/python-formate/flake8-unused-arguments.git@magic-methods
@@ -133,7 +133,7 @@ deps =
 commands = python3 -m flake8_rst_docstrings_sphinx dep_checker tests --allow-toolbox {posargs}
 
 [testenv:perflint]
-basepython = python3.8
+basepython = python3.9
 changedir = {toxinidir}
 ignore_errors = True
 skip_install = True
@@ -141,17 +141,17 @@ deps = perflint
 commands = python3 -m perflint dep_checker {posargs}
 
 [testenv:mypy]
-basepython = python3.8
+basepython = python3.9
 ignore_errors = True
 changedir = {toxinidir}
 deps =
-    mypy==0.971
+    mypy==1.17.1
     -r{toxinidir}/tests/requirements.txt
     -r{toxinidir}/stubs.txt
 commands = mypy dep_checker tests {posargs}
 
 [testenv:pyup]
-basepython = python3.8
+basepython = python3.9
 skip_install = True
 ignore_errors = True
 changedir = {toxinidir}
@@ -159,7 +159,7 @@ deps = pyupgrade-directories
 commands = pyup_dirs dep_checker tests --py36-plus --recursive
 
 [testenv:coverage]
-basepython = python3.8
+basepython = python3.9
 skip_install = True
 ignore_errors = True
 whitelist_externals = /bin/bash