diff --git a/.devcontainer/Dockerfile b/.devcontainer/Dockerfile
index 8841d66..0f49ddd 100644
--- a/.devcontainer/Dockerfile
+++ b/.devcontainer/Dockerfile
@@ -13,7 +13,7 @@ RUN POETRY_VERSION=1.5.1 POETRY_HOME=/home/vscode/.local/ python poetryInstallSc
 
 # AWS Cloudformation
 
-RUN apt-get install -y python3-pip="22.0.2+dfsg-1ubuntu0.3"
+RUN apt-get install -y python3-pip="22.0.2+dfsg-1ubuntu0.4"
 RUN pip install cfn-lint=='0.79.5'
 
 # This is partially duplicated in ci.yaml, with the copy target being the only difference
diff --git a/.github/workflows/ci.yaml b/.github/workflows/ci.yaml
index e9f55fd..7183c03 100644
--- a/.github/workflows/ci.yaml
+++ b/.github/workflows/ci.yaml
@@ -20,7 +20,7 @@ jobs:
         # If this change looks legitimate (i.e. Github updating the vendored version, or coming after a change to the runner OS version) update the hard-coded version below
         run: |
           pipx --version
-          pipx --version | grep "1.2.0"
+          pipx --version | grep "1.6.0"
 
       - name: Install poetry
         run: |
@@ -59,7 +59,7 @@ jobs:
         # If this change looks legitimate (i.e. Github updating the vendored version, or coming after a change to the runner OS version) update the hard-coded version below
         run: |
           docker --version
-          docker --version | grep "Docker version 24.0.5"
+          docker --version | grep "Docker version 26.1.3"
 
       - name: Smoke Tests - Server Startup
         run: |
@@ -95,7 +95,7 @@ jobs:
         # If this change looks legitimate (i.e. actions/setup-python updating the vendored version) update the hard-coded version below
         run: |
           pip --version
-          pip --version | grep "23.2.1"
+          pip --version | grep "24.2"
 
       - name: Install cfn-lint
         run: |