diff --git a/.github/workflows/main.yml b/.github/workflows/main.yml
index e65b35ca77..ba0548c969 100644
--- a/.github/workflows/main.yml
+++ b/.github/workflows/main.yml
@@ -47,10 +47,10 @@ jobs:
         with:
           cache: yarn
           node-version: '16'
-      - name: Set up Python 3.7
+      - name: Set up Python 3.8
         uses: actions/setup-python@v4
         with:
-          python-version: '3.7'
+          python-version: '3.8'
           cache: pip
       - name: Install python3-venv
         run: sudo apt install -y python3-venv
@@ -130,10 +130,10 @@ jobs:
         with:
           cache: yarn
           node-version: '16'
-      - name: Set up Python 3.7
+      - name: Set up Python 3.8
         uses: actions/setup-python@v4
         with:
-          python-version: '3.7'
+          python-version: '3.8'
           cache: pip
       - name: Install python3-venv
         run: sudo apt install -y python3-venv
@@ -197,7 +197,7 @@ jobs:
         java: ['8']
         node: ['16'] # EOL 2023-09-11
         os: [ubuntu-latest]
-        python: ['3.7']
+        python: ['3.8']
         # Add specific combinations to be tested against "node 14" (to restrict cardinality)
         include:
           # Test using Windows
@@ -207,7 +207,7 @@ jobs:
             go: '1.18'
             java: '8'
             node: '16'
-            python: '3.7'
+            python: '3.8'
           # Test using macOS
           - title: 'macOS'
             os: macos-latest
@@ -215,7 +215,7 @@ jobs:
             go: '1.18'
             java: '8'
             node: '16'
-            python: '3.7'
+            python: '3.8'
           # Test alternate Nodes
           - title: 'Node 16'
             java: '8'
@@ -223,21 +223,21 @@ jobs:
             go: '1.18'
             node: '16' # EOL 2023-09-11
             os: ubuntu-latest
-            python: '3.7'
+            python: '3.8'
           - title: 'Node 18'
             java: '8'
             dotnet: '6.0.x'
             go: '1.18'
             node: '18' # EOL 2025-04-30
             os: ubuntu-latest
-            python: '3.7'
+            python: '3.8'
           - title: 'Node 20'
             java: '8'
             dotnet: '6.0.x'
             go: '1.18'
             node: '20' # EOL 2026-04-30
             os: ubuntu-latest
-            python: '3.7'
+            python: '3.8'
           # Test alternate .NETs
           - title: '.NET 7.0'
             java: '8'
@@ -245,7 +245,7 @@ jobs:
             go: '1.18'
             node: '16'
             os: ubuntu-latest
-            python: '3.7'
+            python: '3.8'
           # Test alternate Gos
           - title: 'Go 1.19'
             java: '8'
@@ -253,7 +253,7 @@ jobs:
             go: '1.19'
             node: '16'
             os: ubuntu-latest
-            python: '3.7'
+            python: '3.8'
           # Test alternate Javas
           - title: 'Java 11'
             java: '11'
@@ -261,15 +261,8 @@ jobs:
             go: '1.18'
             node: '16'
             os: ubuntu-latest
-            python: '3.7'
-          # Test alternate Pythons
-          - title: 'Python 3.8'
             python: '3.8'
-            dotnet: '6.0.x'
-            go: '1.18'
-            java: '8'
-            node: '16'
-            os: ubuntu-latest
+          # Test alternate Pythons
           - title: 'Python 3.9'
             python: '3.9'
             dotnet: '6.0.x'
diff --git a/packages/@jsii/python-runtime/requirements.txt b/packages/@jsii/python-runtime/requirements.txt
index 87b309cb7f..5d103482b8 100644
--- a/packages/@jsii/python-runtime/requirements.txt
+++ b/packages/@jsii/python-runtime/requirements.txt
@@ -1,4 +1,4 @@
-black~=23.3
+black~=23.7
 mypy==1.4.1
 pip~=23.1
 pytest~=7.4