diff --git a/.devcontainer/Dockerfile b/.devcontainer/Dockerfile
index d4f454d1b..1bc263e57 100644
--- a/.devcontainer/Dockerfile
+++ b/.devcontainer/Dockerfile
@@ -7,6 +7,9 @@ SHELL ["/bin/bash", "-c"]
 
 USER root
 
+# Remove the Yarn repository (has expired GPG key and we don't use Yarn)
+RUN rm -f /etc/apt/sources.list.d/yarn.list 2>/dev/null || true
+
 # Install required system packages + ODBC prerequisites
 RUN apt-get update && apt-get install -y \
     sudo \
@@ -25,10 +28,11 @@ RUN apt-get update && apt-get install -y \
       ca-certificates \
       gnupg \
       lsb-release \
- && curl -sL https://packages.microsoft.com/config/debian/12/packages-microsoft-prod.deb \
-      -o packages-microsoft-prod.deb \
- && dpkg -i packages-microsoft-prod.deb \
- && rm packages-microsoft-prod.deb \
+ && curl -sL https://packages.microsoft.com/keys/microsoft.asc \
+ | gpg --dearmor \
+ > /usr/share/keyrings/microsoft-archive-keyring.gpg \
+ && echo "deb [arch=amd64 signed-by=/usr/share/keyrings/microsoft-archive-keyring.gpg] https://packages.microsoft.com/debian/12/prod bookworm main" \
+ > /etc/apt/sources.list.d/microsoft.list \
  && apt-get update \
  && ACCEPT_EULA=Y apt-get install -y \
       msodbcsql18 \
diff --git a/.devcontainer/devcontainer_setup.sh b/.devcontainer/devcontainer_setup.sh
index 822b850f4..3657b804f 100644
--- a/.devcontainer/devcontainer_setup.sh
+++ b/.devcontainer/devcontainer_setup.sh
@@ -71,6 +71,13 @@ if [ -f "package.json" ]; then
 
     # Install Playwright browsers and system dependencies for E2E testing
     echo "📦 Installing Playwright browsers..."
+
+    # Remove third-party repos with SHA1 signature issues (rejected since 2026-02-01)
+    # Playwright deps come from Debian main repos, these aren't needed
+    sudo rm -f /etc/apt/sources.list.d/yarn.list \
+               /etc/apt/sources.list.d/nodesource.list \
+               /etc/apt/sources.list.d/microsoft.list 2>/dev/null || true
+
     npx playwright install --with-deps chromium
 
     echo "✅ Frontend dependencies installed."
diff --git a/frontend/package-lock.json b/frontend/package-lock.json
index 1d7e35862..0846e9f17 100644
--- a/frontend/package-lock.json
+++ b/frontend/package-lock.json
@@ -1,12 +1,12 @@
 {
   "name": "pyrit-frontend",
-  "version": "0.10.1-dev.0",
+  "version": "0.11.1-dev.0",
   "lockfileVersion": 3,
   "requires": true,
   "packages": {
     "": {
       "name": "pyrit-frontend",
-      "version": "0.10.1-dev.0",
+      "version": "0.11.1-dev.0",
       "dependencies": {
         "@fluentui/react-components": "^9.54.0",
         "@fluentui/react-icons": "^2.0.258",