diff --git a/.github/workflows/diff_shades.yml b/.github/workflows/diff_shades.yml
index 59a59bbe49c..01de92c0a97 100644
--- a/.github/workflows/diff_shades.yml
+++ b/.github/workflows/diff_shades.yml
@@ -24,6 +24,7 @@ concurrency:
 
 env:
   HATCH_BUILD_HOOKS_ENABLE: "1"
+  PIP_UPLOADED_PRIOR_TO: P2D
   # Clang is less picky with the C code it's given than gcc (and may generate faster
   # binaries too).
   CC: clang-18
@@ -44,8 +45,10 @@ jobs:
       - uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group diff-shades --group diff-shades-comment
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group diff-shades --group diff-shades-comment
 
       - name: Calculate run configuration & metadata
         id: set-config
@@ -73,8 +76,10 @@ jobs:
       - uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group diff-shades
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group diff-shades
 
       - name: Configure git
         run: |
@@ -128,8 +133,10 @@ jobs:
       - uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group diff-shades
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group diff-shades
 
       - name: Configure git
         run: |
@@ -196,8 +203,10 @@ jobs:
       - uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group diff-shades --group diff-shades-comment
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group diff-shades --group diff-shades-comment
 
       - name: Generate HTML diff report
         run: |
diff --git a/.github/workflows/diff_shades_comment.yml b/.github/workflows/diff_shades_comment.yml
index 106177b422f..fc0c3809975 100644
--- a/.github/workflows/diff_shades_comment.yml
+++ b/.github/workflows/diff_shades_comment.yml
@@ -7,6 +7,9 @@ on:
 
 permissions: {}
 
+env:
+  PIP_UPLOADED_PRIOR_TO: P2D
+
 jobs:
   comment:
     runs-on: ubuntu-latest
@@ -81,8 +84,10 @@ jobs:
       - uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group diff-shades-comment
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group diff-shades-comment
 
       - name: Get PR number
         id: pr
diff --git a/.github/workflows/docs.yml b/.github/workflows/docs.yml
index 7daed152958..2b2ad577669 100644
--- a/.github/workflows/docs.yml
+++ b/.github/workflows/docs.yml
@@ -10,6 +10,9 @@ on:
 permissions:
   contents: read
 
+env:
+  PIP_UPLOADED_PRIOR_TO: P2D
+
 jobs:
   docs:
     # We want to run on external PRs, but not on our own internal PRs as they'll be run
@@ -34,8 +37,10 @@ jobs:
         uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: -e .[d] --group docs
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install -e ".[d]" --group docs
 
       - name: Build documentation
         run: sphinx-build -a -b html -W --keep-going docs/ docs/_build
diff --git a/.github/workflows/fuzz.yml b/.github/workflows/fuzz.yml
index e50a9828944..3454c460b2b 100644
--- a/.github/workflows/fuzz.yml
+++ b/.github/workflows/fuzz.yml
@@ -18,6 +18,9 @@ concurrency:
 permissions:
   contents: read
 
+env:
+  PIP_UPLOADED_PRIOR_TO: P2D
+
 jobs:
   fuzz:
     runs-on: ubuntu-latest
@@ -37,8 +40,10 @@ jobs:
         with:
           python-version: ${{ matrix.python-version }}
           allow-prereleases: true
-          pip-version: "25.3"
-          pip-install: --group tox
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group tox
 
       - name: Run fuzz tests
         id: fuzz
diff --git a/.github/workflows/lint.yml b/.github/workflows/lint.yml
index 4a0c76682fd..28f487ced33 100644
--- a/.github/workflows/lint.yml
+++ b/.github/workflows/lint.yml
@@ -4,6 +4,9 @@ on: [push, pull_request]
 
 permissions: {}
 
+env:
+  PIP_UPLOADED_PRIOR_TO: P2D
+
 jobs:
   lint:
     # We want to run on external PRs, but not on our own internal PRs as they'll be run
@@ -31,8 +34,10 @@ jobs:
         uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: -e . --group tox
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install -e . --group tox
 
       - name: Run pre-commit hooks
         uses: pre-commit/action@2c7b3805fd2a0fd8c1884dcaebf91fc102a13ecd # v3.0.1
diff --git a/.github/workflows/publish_binaries.yml b/.github/workflows/publish_binaries.yml
index 5a496b957ed..2e86889029f 100644
--- a/.github/workflows/publish_binaries.yml
+++ b/.github/workflows/publish_binaries.yml
@@ -11,6 +11,9 @@ on:
 
 permissions: {}
 
+env:
+  PIP_UPLOADED_PRIOR_TO: P2D
+
 jobs:
   publish:
     name: publish (${{ matrix.os }})
@@ -51,8 +54,10 @@ jobs:
         uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: .[colorama] --group pyinstaller
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install ".[colorama]" --group pyinstaller
 
       - name: Build executable with PyInstaller
         run:
diff --git a/.github/workflows/pypi_upload.yml b/.github/workflows/pypi_upload.yml
index 7b549ea375e..bbaf8745b5d 100644
--- a/.github/workflows/pypi_upload.yml
+++ b/.github/workflows/pypi_upload.yml
@@ -10,6 +10,7 @@ on:
 permissions: {}
 
 env:
+  PIP_UPLOADED_PRIOR_TO: P2D
   PROJECT: https://pypi.org/p/black
 
 jobs:
@@ -27,8 +28,10 @@ jobs:
         uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group cibw
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group cibw
 
       - name: generate matrix
         if: |
@@ -80,8 +83,10 @@ jobs:
         uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group cibw
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group cibw
 
       - name: Run cibuildwheel
         run: cibuildwheel . --only ${{ matrix.only }}
@@ -105,8 +110,10 @@ jobs:
         uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: --group hatch
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group hatch
 
       - name: Build wheel and source distributions
         run: python -m hatch build
diff --git a/.github/workflows/release_tests.yml b/.github/workflows/release_tests.yml
index 7464748e69d..883f5143e0f 100644
--- a/.github/workflows/release_tests.yml
+++ b/.github/workflows/release_tests.yml
@@ -14,6 +14,9 @@ on:
 
 permissions: {}
 
+env:
+  PIP_UPLOADED_PRIOR_TO: P2D
+
 jobs:
   test-release-tool:
     # We want to run on external PRs, but not on our own internal PRs as they'll be run
@@ -41,8 +44,10 @@ jobs:
         with:
           python-version: ${{ matrix.python-version }}
           allow-prereleases: true
-          pip-version: "25.3"
-          pip-install: --group coverage
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group coverage
 
       - name: Print Python Version
         run: python --version --version && which python
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index ee8a3acb1e0..4206600f7d8 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -20,6 +20,9 @@ on:
 permissions:
   contents: read
 
+env:
+  PIP_UPLOADED_PRIOR_TO: P2D
+
 concurrency:
   group: ${{ github.workflow }}-${{ github.event.pull_request.number || github.run_id }}
   cancel-in-progress: true
@@ -56,8 +59,10 @@ jobs:
         with:
           python-version: ${{ matrix.python-version }}
           allow-prereleases: true
-          pip-version: "25.3"
-          pip-install: --group tox
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install --group tox
 
       - name: Unit tests
         if: "!startsWith(matrix.python-version, 'pypy')"
@@ -116,8 +121,10 @@ jobs:
         uses: actions/setup-python@a309ff8b426b58ec0e2a45f0f869d46889d02405 # v6.2.0
         with:
           python-version: "3.13"
-          pip-version: "25.3"
-          pip-install: -e .[uvloop]
+          pip-version: "26.1"
+
+      - name: Install dependencies
+        run: python -m pip install -e ".[uvloop]"
 
       - name: Format ourselves
         run: python -m black --check .