diff --git a/.github/workflows/github_actions.yml b/.github/workflows/github_actions.yml
index b07763ecb..de0ba7a17 100644
--- a/.github/workflows/github_actions.yml
+++ b/.github/workflows/github_actions.yml
@@ -42,7 +42,7 @@ jobs:
       - name: 'Setting up Ruby'
         uses: ruby/setup-ruby@v1
         with:
-          ruby-version: 2.7.4 # Not needed with a .ruby-version file
+          ruby-version: 3.0.3 # Not needed with a .ruby-version file
 
       - name: 'Build and run tests'
         run: |
diff --git a/.rubocop.yml b/.rubocop.yml
index fb2d47b8a..381cf7813 100644
--- a/.rubocop.yml
+++ b/.rubocop.yml
@@ -4,7 +4,7 @@ AllCops:
     - 'tmp/**/*'
     - 'tools/**/*'
     - 'doc/**/*'
-  TargetRubyVersion: 2.7
+  TargetRubyVersion: 3.0
   NewCops: enable
 
 Layout/LineLength:
diff --git a/.ruby-version b/.ruby-version
index a4dd9dba4..75a22a26a 100644
--- a/.ruby-version
+++ b/.ruby-version
@@ -1 +1 @@
-2.7.4
+3.0.3
diff --git a/Gemfile b/Gemfile
index 7984a1e1b..f4d4db498 100644
--- a/Gemfile
+++ b/Gemfile
@@ -4,6 +4,9 @@
 # See the file 'doc/COPYING' for copying permission
 #
 #gem 'simplecov', require: false, group: :test
+
+gem 'net-smtp', require: false
+
 gem 'eventmachine'
 gem 'thin'
 gem 'sinatra', '>= 2.2.0'
diff --git a/Gemfile.lock b/Gemfile.lock
index d833e5cda..73af05b2d 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -45,6 +45,7 @@ GEM
     curb (1.0.1)
     daemons (1.4.1)
     diff-lcs (1.5.0)
+    digest (3.1.0)
     domain_name (0.5.20190701)
       unf (>= 0.0.5, < 1.0.0)
     em-websocket (0.5.3)
@@ -103,6 +104,12 @@ GEM
     mustermann (2.0.2)
       ruby2_keywords (~> 0.0.1)
     naught (1.1.0)
+    net-protocol (0.1.3)
+      timeout
+    net-smtp (0.3.1)
+      digest
+      net-protocol
+      timeout
     netrc (0.11.0)
     nio4r (2.5.8)
     nokogiri (1.13.8-x86_64-linux)
@@ -219,6 +226,7 @@ GEM
       rack (>= 1, < 3)
     thread_safe (0.3.6)
     tilt (2.0.11)
+    timeout (0.3.0)
     timers (4.3.3)
     tins (1.31.1)
       sync
@@ -272,13 +280,14 @@ DEPENDENCIES
   maxmind-db
   mime-types
   msfrpc-client
+  net-smtp
   otr-activerecord (>= 1.4.2)
   parseconfig
   pry-byebug
   qr4r
-  rack (>= 2.2.3.1)
-  rack-protection (>= 2.0.0)
-  rake (>= 12.3.3)
+  rack (>= 2.2.4)
+  rack-protection (>= 2.2.0)
+  rake (>= 13.0)
   rdoc
   rest-client (>= 2.1.0)
   rspec
@@ -286,7 +295,7 @@ DEPENDENCIES
   rubyzip (>= 1.2.2)
   rushover
   selenium-webdriver
-  sinatra (>= 2.0.2)
+  sinatra (>= 2.2.0)
   slack-notifier
   sqlite3
   term-ansicolor
@@ -294,7 +303,7 @@ DEPENDENCIES
   test-unit-full
   thin
   twitter (>= 7.0.0)
-  uglifier (>= 2.7.2)
+  uglifier (>= 4.2.0)
   unf
   websocket-client-simple (~> 0.5.1)
   xmlrpc