diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
index 81e85e630bb001..fe154dcbc3e825 100644
--- a/.github/workflows/build.yml
+++ b/.github/workflows/build.yml
@@ -334,6 +334,73 @@ jobs:
       working-directory: ${{ env.CPYTHON_BUILDDIR }}
       run: xvfb-run make test
 
+  build_ubuntu_installed:
+    name: 'Ubuntu (installed)'
+    runs-on: ubuntu-20.04
+    timeout-minutes: 60
+    needs: check_source
+    if: needs.check_source.outputs.run_tests == 'true'
+    env:
+      OPENSSL_VER: 3.0.11
+      PYTHONSTRICTEXTENSIONBUILD: 1
+    steps:
+    - uses: actions/checkout@v4
+    - name: Register gcc problem matcher
+      run: echo "::add-matcher::.github/problem-matchers/gcc.json"
+    - name: Install Dependencies
+      run: sudo ./.github/workflows/posix-deps-apt.sh
+    - name: Configure OpenSSL env vars
+      run: |
+        echo "MULTISSL_DIR=${GITHUB_WORKSPACE}/multissl" >> $GITHUB_ENV
+        echo "OPENSSL_DIR=${GITHUB_WORKSPACE}/multissl/openssl/${OPENSSL_VER}" >> $GITHUB_ENV
+        echo "LD_LIBRARY_PATH=${GITHUB_WORKSPACE}/multissl/openssl/${OPENSSL_VER}/lib" >> $GITHUB_ENV
+    - name: 'Restore OpenSSL build'
+      id: cache-openssl
+      uses: actions/cache@v3
+      with:
+        path: ./multissl/openssl/${{ env.OPENSSL_VER }}
+        key: ${{ runner.os }}-multissl-openssl-${{ env.OPENSSL_VER }}
+    - name: Install OpenSSL
+      if: steps.cache-openssl.outputs.cache-hit != 'true'
+      run: python3 Tools/ssl/multissltests.py --steps=library --base-directory $MULTISSL_DIR --openssl $OPENSSL_VER --system Linux
+    - name: Add ccache to PATH
+      run: |
+        echo "PATH=/usr/lib/ccache:$PATH" >> $GITHUB_ENV
+    - name: Configure ccache action
+      uses: hendrikmuhs/ccache-action@v1.2
+    - name: Setup directory envs for out-of-tree builds
+      run: |
+        echo "CPYTHON_RO_SRCDIR=$(realpath -m ${GITHUB_WORKSPACE}/../cpython-ro-srcdir)" >> $GITHUB_ENV
+        echo "CPYTHON_BUILDDIR=$(realpath -m ${GITHUB_WORKSPACE}/../cpython-builddir)" >> $GITHUB_ENV
+    - name: Create directories for read-only out-of-tree builds
+      run: mkdir -p $CPYTHON_RO_SRCDIR $CPYTHON_BUILDDIR
+    - name: Bind mount sources read-only
+      run: sudo mount --bind -o ro $GITHUB_WORKSPACE $CPYTHON_RO_SRCDIR
+    - name: Restore config.cache
+      uses: actions/cache@v3
+      with:
+        path: ${{ env.CPYTHON_BUILDDIR }}/config.cache
+        key: ${{ github.job }}-${{ runner.os }}-${{ needs.check_source.outputs.config_hash }}
+    - name: Configure CPython out-of-tree
+      working-directory: ${{ env.CPYTHON_BUILDDIR }}
+      run: |
+        ../cpython-ro-srcdir/configure \
+          --config-cache \
+          --with-pydebug \
+          --with-openssl=$OPENSSL_DIR \
+          --with-openssl-rpath
+    - name: Build CPython out-of-tree
+      working-directory: ${{ env.CPYTHON_BUILDDIR }}
+      run: make -j4
+    - name: Display build info
+      working-directory: ${{ env.CPYTHON_BUILDDIR }}
+      run: make pythoninfo
+    - name: Install CPython to the system
+      working-directory: ${{ env.CPYTHON_BUILDDIR }}
+      run: sudo make install
+    - name: Tests
+      run: xvfb-run /usr/local/bin/python3 -m test
+
   build_ubuntu_ssltests:
     name: 'Ubuntu SSL tests with OpenSSL'
     runs-on: ubuntu-20.04
@@ -603,6 +670,7 @@ jobs:
     - build_win_arm64
     - build_macos
     - build_ubuntu
+    - build_ubuntu_installed
     - build_ubuntu_ssltests
     - test_hypothesis
     - build_asan
@@ -638,6 +706,7 @@ jobs:
             build_win_arm64,
             build_macos,
             build_ubuntu,
+            build_ubuntu_installed,
             build_ubuntu_ssltests,
             build_asan,
             '