diff --git a/.github/bleeding_edge.rb b/.github/bleeding_edge.rb
new file mode 100644
index 00000000..c90afe51
--- /dev/null
+++ b/.github/bleeding_edge.rb
@@ -0,0 +1,11 @@
+puts "source \"https://rubygems.org\""
+
+Gem::Specification.stubs.map do |stub|
+  url = stub.metadata["source_code_uri"] || stub.homepage
+  matched = url[%r{https?://git(?:hub|lab)\.com/[^\/]*/[^\/]*}]
+  if matched
+    puts "gem #{stub.name.inspect}, git: #{matched.inspect}"
+  else
+    puts "gem #{stub.name.inspect}"
+  end
+end
diff --git a/.github/workflows/checks.yml b/.github/workflows/checks.yml
index b5a74b39..ba88cf94 100644
--- a/.github/workflows/checks.yml
+++ b/.github/workflows/checks.yml
@@ -7,10 +7,20 @@ on: # yamllint disable-line rule:truthy
   pull_request:
     branches:
       - master
+  schedule:
+    - cron: 0 20 * * *
+  workflow_dispatch:
+    inputs:
+      bleeding_edge:
+        type: boolean
+        default: false
 
 permissions:
   contents: read
 
+env:
+  BLEEDING_EDGE: "${{ (inputs.bleeding_edge == true || github.event_name == 'schedule') && 'true' || 'false' }}"
+
 jobs:
   tests:
     runs-on: ubuntu-latest
@@ -19,6 +29,18 @@ jobs:
       - uses: actions/checkout@v4
       - name: Set up Docker Buildx
         uses: docker/setup-buildx-action@v3
+      
+      - if: env.BLEEDING_EDGE == 'true'
+        uses: ruby/setup-ruby@v1
+        with:
+          bundler-cache: true
+      - if: env.BLEEDING_EDGE == 'true'
+        name: Unfreeze bundler
+        run: bundle config --local deployment false
+      - if: env.BLEEDING_EDGE == 'true'
+        name: "Use git gem sources"
+        run: bundle exec ruby .github/bleeding_edge.rb > Gemfile && bundle lock && cat Gemfile.lock
+
 
       - name: Build
         uses: docker/build-push-action@v5
@@ -27,6 +49,8 @@ jobs:
           cache-to: type=gha,mode=max
           load: true
           tags: foxtrove
+          build-args: |
+            BASE_IMAGE=${{ env.BLEEDING_EDGE == 'true' && 'ghcr.io/docker-ruby-nightly/ruby:alpine3.20-nightly' || ''}}
 
       - name: Set env file
         run: |
@@ -54,7 +78,8 @@ jobs:
         with:
           bundler-cache: true
 
-      - name: Run Rubocop
+      - if: env.BLEEDING_EDGE == 'false'
+        name: Run Rubocop
         run: bundle exec rubocop --format github
 
   docker-checks:
@@ -67,5 +92,6 @@ jobs:
 
     steps:
       - uses: actions/checkout@v4
-      - name: Run ${{ matrix.service }}
+      - if: env.BLEEDING_EDGE == 'false'
+        name: Run ${{ matrix.service }}
         run: docker compose run ${{ matrix.service }}
diff --git a/Dockerfile b/Dockerfile
index a5089a96..73afc691 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,4 +1,5 @@
-FROM ruby:3.3.4-alpine3.20 AS ruby-builder
+ARG BASE_IMAGE
+FROM ${BASE_IMAGE:-ruby:3.3.4-alpine3.20} AS ruby-builder
 
 RUN apk --no-cache add build-base cmake postgresql16-dev
 
@@ -12,7 +13,7 @@ FROM node:20-alpine3.20 AS node-downloader
 
 RUN npm install esbuild@0.23.1 -g
 
-FROM ruby:3.3.4-alpine3.20
+FROM ${BASE_IMAGE:-ruby:3.3.4-alpine3.20}
 
 WORKDIR /app