diff --git a/Dockerfile b/Dockerfile
index 586b12e858..3f42432ac7 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,4 +1,4 @@
-FROM ruby:2.6.3-slim
+FROM ruby:3.4.4-slim
 LABEL maintainer Travis CI GmbH <support+docs-docker-images@travis-ci.com>
 
 # packages required for bundle install
diff --git a/Gemfile b/Gemfile
index 78a22e4e95..a0c60f2eb6 100644
--- a/Gemfile
+++ b/Gemfile
@@ -3,32 +3,32 @@ source 'https://rubygems.org'
 ruby '2.6.3'
 
 gem 'faraday'
-gem 'html-proofer', '~> 3.0'
+gem 'html-proofer', '~> 3.19', '>= 3.19.3'
 gem 'jekyll', '>=3.1.6'
 gem 'jekyll-paginate'
 gem 'jekyll-redirect-from'
-gem 'puma'
+gem 'puma', '>= 5.6.9'
 gem 'pry', group: :test
 gem 'rack', '~> 1.0'
 gem 'rack-jekyll'
 gem 'rack-ssl-enforcer'
 gem 'rake'
 gem 'rdiscount', '>=2.2.0.1'
-gem 'rubocop', group: :test
+gem 'rubocop', '>= 0.87.0', group: :test
 
 
 # All of this is for Slate / middleman
 
-gem "middleman", '~> 3.0'
+gem "middleman", "~> 4.1", ">= 4.1.8"
 
 # For syntax highlighting
-gem "middleman-syntax"
+gem "middleman-syntax", ">= 3.3.0"
 
 # Plugin for middleman to generate GitHub pages
 gem 'middleman-gh-pages'
 
 # Live-reloading plugin
-gem "middleman-livereload"
+gem "middleman-livereload", ">= 3.4.7"
 
 # Needed for Slate / middleman
 gem 'redcarpet'