diff --git a/.github/workflows/checks.yaml b/.github/workflows/checks.yaml
index 968bca2..31355fc 100644
--- a/.github/workflows/checks.yaml
+++ b/.github/workflows/checks.yaml
@@ -13,8 +13,8 @@ jobs:
     strategy:
       matrix:
         cfg:
-          - {check: rubocop, os: ubuntu-latest, ruby: 2.7}
-          - {check: commits, os: ubuntu-latest, ruby: 2.7}
+          - {check: rubocop, os: ubuntu-latest, ruby: 3.0}
+          - {check: commits, os: ubuntu-latest, ruby: 3.0}
 
     runs-on: ${{ matrix.cfg.os }}
     steps:
diff --git a/.rubocop.yml b/.rubocop.yml
index 2c4ff6f..17e0cf8 100644
--- a/.rubocop.yml
+++ b/.rubocop.yml
@@ -7,7 +7,7 @@ AllCops:
     - '.git/**/*'
     - 'bin/*'
     - 'output/**/*'
-  TargetRubyVersion: 2.4
+  TargetRubyVersion: 2.6
 
 Layout/LineLength:
   Enabled: false
diff --git a/Gemfile b/Gemfile
index ac362aa..0f6448c 100644
--- a/Gemfile
+++ b/Gemfile
@@ -16,7 +16,7 @@ gem 'json'
 gem 'octokit'
 gem 'packaging', *location_for(ENV['PACKAGING_LOCATION'] || '~> 0.105')
 gem 'rake'
-gem 'rubocop', '~> 1.5.2'
+gem 'rubocop', '~> 1.5'
 gem 'vanagon', *location_for(ENV['VANAGON_LOCATION'] || '~> 0.24')
 
 eval_gemfile("#{__FILE__}.local") if File.exist?("#{__FILE__}.local")
diff --git a/configs/components/puppet-runtime.rb b/configs/components/puppet-runtime.rb
index 1fb36b8..0eb811b 100644
--- a/configs/components/puppet-runtime.rb
+++ b/configs/components/puppet-runtime.rb
@@ -20,7 +20,7 @@
                       # so cmd.exe was not working as expected.
                       [
                         "gunzip -c #{tarball_name} | tar -k -C /cygdrive/c/ -xf -",
-                        "chmod 755 #{settings[:bindir].sub(/C:/, '/cygdrive/c')}/*"
+                        "chmod 755 #{settings[:bindir].sub('C:', '/cygdrive/c')}/*"
                       ]
                     elsif platform.is_macos?
                       # We can't untar into '/' because of SIP on macOS; Just copy the contents
diff --git a/configs/platforms/solaris-10-i386.rb b/configs/platforms/solaris-10-i386.rb
index 694304a..ec2fdfe 100644
--- a/configs/platforms/solaris-10-i386.rb
+++ b/configs/platforms/solaris-10-i386.rb
@@ -18,7 +18,7 @@
 # please see man -s 4 admin for details about this file:
 # http://www.opensolarisforum.org/man/man4/admin.html
 #
-# The key thing we don\'t want to prompt for are conflicting files.
+# The key thing we don't want to prompt for are conflicting files.
 # The other nocheck settings are mostly defensive to prevent prompts
 # We _do_ want to check for available free space and abort if there is
 # not enough
@@ -32,7 +32,7 @@
 # Do not bother checking package dependencies (We take care of this)
 idepend=nocheck
 rdepend=nocheck
-# DO check for available free space and abort if there isn\'t enough
+# DO check for available free space and abort if there isn't enough
 space=quit
 # Do not check for setuid files.
 setuid=nocheck
diff --git a/configs/platforms/solaris-10-sparc.rb b/configs/platforms/solaris-10-sparc.rb
index 712159e..e79193d 100644
--- a/configs/platforms/solaris-10-sparc.rb
+++ b/configs/platforms/solaris-10-sparc.rb
@@ -22,7 +22,7 @@
 # please see man -s 4 admin for details about this file:
 # http://www.opensolarisforum.org/man/man4/admin.html
 #
-# The key thing we don\'t want to prompt for are conflicting files.
+# The key thing we don't want to prompt for are conflicting files.
 # The other nocheck settings are mostly defensive to prevent prompts
 # We _do_ want to check for available free space and abort if there is
 # not enough
@@ -36,7 +36,7 @@
 # Do not bother checking package dependencies (We take care of this)
 idepend=nocheck
 rdepend=nocheck
-# DO check for available free space and abort if there isn\'t enough
+# DO check for available free space and abort if there isn't enough
 space=quit
 # Do not check for setuid files.
 setuid=nocheck
diff --git a/configs/platforms/solaris-11-sparc.rb b/configs/platforms/solaris-11-sparc.rb
index a89f92d..3ae50d6 100644
--- a/configs/platforms/solaris-11-sparc.rb
+++ b/configs/platforms/solaris-11-sparc.rb
@@ -14,7 +14,7 @@
 # please see man -s 4 admin for details about this file:
 # http://www.opensolarisforum.org/man/man4/admin.html
 #
-# The key thing we don\'t want to prompt for are conflicting files.
+# The key thing we don't want to prompt for are conflicting files.
 # The other nocheck settings are mostly defensive to prevent prompts
 # We _do_ want to check for available free space and abort if there is
 # not enough
@@ -28,7 +28,7 @@
 # Do not bother checking package dependencies (We take care of this)
 idepend=nocheck
 rdepend=nocheck
-# DO check for available free space and abort if there isn\'t enough
+# DO check for available free space and abort if there isn't enough
 space=quit
 # Do not check for setuid files.
 setuid=nocheck