diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index bae7d85a..badfcc4e 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -17,8 +17,6 @@ jobs:
     strategy:
       matrix:
         ruby:
-          - '2.7'
-          - '3.0'
           - '3.1'
           - '3.2'
     steps:
diff --git a/.rubocop.yml b/.rubocop.yml
index 950d663f..a32030b0 100644
--- a/.rubocop.yml
+++ b/.rubocop.yml
@@ -1,6 +1,5 @@
-# Disabling due to conflict with Ruby 2.7/3.1
-Layout/BlockAlignment:
-  Enabled: false
+inherit_from: .rubocop_todo.yml
+
 Layout/DotPosition:
   EnforcedStyle: trailing
 Layout/EmptyLineAfterMagicComment:
@@ -8,11 +7,11 @@ Layout/EmptyLineAfterMagicComment:
 Layout/EmptyLines:
   Enabled: false
 Layout/LineLength:
-  IgnoredPatterns:
+  AllowedPatterns:
     - 'VCR\.use_cassette'
     - '(\A|\s)/.*?/'
 Metrics/BlockLength:
-  ExcludedMethods: ['describe', 'context', 'before', 'it']
+  AllowedMethods: ['describe', 'context', 'before', 'it']
 Metrics/MethodLength:
   Max: 30
 Metrics/ModuleLength:
@@ -28,4 +27,4 @@ Style/TrailingCommaInArguments:
 Style/TrailingCommaInHashLiteral:
   EnforcedStyleForMultiline: 'consistent_comma'
 AllCops:
-  TargetRubyVersion: 2.7
+  TargetRubyVersion: 3.1
diff --git a/.rubocop_todo.yml b/.rubocop_todo.yml
new file mode 100644
index 00000000..54f5f130
--- /dev/null
+++ b/.rubocop_todo.yml
@@ -0,0 +1,94 @@
+# This configuration was generated by
+# `rubocop --auto-gen-config`
+# on 2025-01-22 21:38:20 UTC using RuboCop version 1.71.0.
+# The point is for the user to remove these configuration records
+# one by one as the offenses are removed from the code base.
+# Note that changes in the inspected code, or installation of new
+# versions of RuboCop, may require this file to be generated again.
+
+# Offense count: 1
+# This cop supports safe autocorrection (--autocorrect).
+# Configuration parameters: EnforcedStyleAlignWith.
+# SupportedStylesAlignWith: either, start_of_block, start_of_line
+Layout/BlockAlignment:
+  Exclude:
+    - 'spec/lib/workos/session_spec.rb'
+
+# Offense count: 2
+# This cop supports safe autocorrection (--autocorrect).
+Layout/EmptyLinesAroundMethodBody:
+  Exclude:
+    - 'lib/workos/mfa.rb'
+    - 'lib/workos/user_management.rb'
+
+# Offense count: 1
+# This cop supports safe autocorrection (--autocorrect).
+Layout/SpaceAroundMethodCallOperator:
+  Exclude:
+    - 'spec/lib/workos/directory_sync_spec.rb'
+
+# Offense count: 1
+# This cop supports unsafe autocorrection (--autocorrect-all).
+Lint/DuplicateRequire:
+  Exclude:
+    - 'lib/workos/session.rb'
+
+# Offense count: 3
+# Configuration parameters: AllowedParentClasses.
+Lint/MissingSuper:
+  Exclude:
+    - 'lib/workos/directory_group.rb'
+    - 'lib/workos/directory_user.rb'
+    - 'lib/workos/errors.rb'
+
+# Offense count: 5
+# Configuration parameters: CountComments, CountAsOne.
+Metrics/ClassLength:
+  Max: 624
+
+# Offense count: 8
+# This cop supports safe autocorrection (--autocorrect).
+# Configuration parameters: EnforcedStyle.
+# SupportedStyles: separated, grouped
+Style/AccessorGrouping:
+  Exclude:
+    - 'lib/workos/errors.rb'
+
+# Offense count: 34
+# This cop supports safe autocorrection (--autocorrect).
+# Configuration parameters: EnforcedStyle.
+# SupportedStyles: braces, no_braces
+Style/HashAsLastArrayItem:
+  Exclude:
+    - 'spec/lib/workos/directory_sync_spec.rb'
+    - 'spec/lib/workos/event_spec.rb'
+    - 'spec/lib/workos/organizations_spec.rb'
+    - 'spec/lib/workos/sso_spec.rb'
+    - 'spec/lib/workos/user_management_spec.rb'
+
+# Offense count: 2
+# This cop supports safe autocorrection (--autocorrect).
+Style/KeywordParametersOrder:
+  Exclude:
+    - 'lib/workos/organizations.rb'
+
+# Offense count: 3
+# This cop supports unsafe autocorrection (--autocorrect-all).
+# Configuration parameters: SafeForConstants.
+Style/RedundantFetchBlock:
+  Exclude:
+    - 'spec/lib/workos/cache_spec.rb'
+
+# Offense count: 1
+# This cop supports safe autocorrection (--autocorrect).
+# Configuration parameters: AllowMultipleReturnValues.
+Style/RedundantReturn:
+  Exclude:
+    - 'lib/workos/directory_user.rb'
+
+# Offense count: 2
+# This cop supports unsafe autocorrection (--autocorrect-all).
+Style/SlicingWithRange:
+  Exclude:
+    - 'lib/workos/deprecated_hash_wrapper.rb'
+    - 'lib/workos/session.rb'
diff --git a/Gemfile.lock b/Gemfile.lock
index 125ad336..ad714ef5 100644
--- a/Gemfile.lock
+++ b/Gemfile.lock
@@ -19,16 +19,18 @@ GEM
     diff-lcs (1.5.1)
     encryptor (3.0.0)
     hashdiff (1.1.0)
+    json (2.9.1)
     jwt (2.10.1)
       base64
-    parallel (1.24.0)
-    parser (3.3.0.5)
+    language_server-protocol (3.17.0.3)
+    parallel (1.26.3)
+    parser (3.3.7.0)
       ast (~> 2.4.1)
       racc
     public_suffix (5.0.4)
-    racc (1.7.3)
+    racc (1.8.1)
     rainbow (3.1.1)
-    regexp_parser (2.9.0)
+    regexp_parser (2.10.0)
     rexml (3.2.6)
     rspec (3.9.0)
       rspec-core (~> 3.9.0)
@@ -43,19 +45,22 @@ GEM
       diff-lcs (>= 1.2.0, < 2.0)
       rspec-support (~> 3.9.0)
     rspec-support (3.9.4)
-    rubocop (0.93.1)
+    rubocop (1.71.0)
+      json (~> 2.3)
+      language_server-protocol (>= 3.17.0)
       parallel (~> 1.10)
-      parser (>= 2.7.1.5)
+      parser (>= 3.3.0.2)
       rainbow (>= 2.2.2, < 4.0)
-      regexp_parser (>= 1.8)
-      rexml
-      rubocop-ast (>= 0.6.0)
+      regexp_parser (>= 2.9.3, < 3.0)
+      rubocop-ast (>= 1.36.2, < 2.0)
       ruby-progressbar (~> 1.7)
-      unicode-display_width (>= 1.4.0, < 2.0)
-    rubocop-ast (1.31.2)
-      parser (>= 3.3.0.4)
+      unicode-display_width (>= 2.4.0, < 4.0)
+    rubocop-ast (1.37.0)
+      parser (>= 3.3.1.0)
     ruby-progressbar (1.13.0)
-    unicode-display_width (1.8.0)
+    unicode-display_width (3.1.4)
+      unicode-emoji (~> 4.0, >= 4.0.4)
+    unicode-emoji (4.0.4)
     vcr (5.0.0)
     webmock (3.23.0)
       addressable (>= 2.8.0)
@@ -68,7 +73,7 @@ PLATFORMS
 DEPENDENCIES
   bundler (>= 2.0.1)
   rspec (~> 3.9.0)
-  rubocop (~> 0.77)
+  rubocop (~> 1.71)
   vcr (~> 5.0.0)
   webmock
   workos!
diff --git a/lib/workos/session.rb b/lib/workos/session.rb
index 348b09fa..9ce6f14f 100644
--- a/lib/workos/session.rb
+++ b/lib/workos/session.rb
@@ -11,7 +11,6 @@
 module WorkOS
   # The Session class provides helper methods for working with WorkOS sessions
   # This class is not meant to be instantiated in a user space, and is instantiated internally but exposed.
-  # rubocop:disable Metrics/ClassLength
   class Session
     attr_accessor :jwks, :jwks_algorithms, :user_management, :cookie_password, :session_data, :client_id
 
@@ -180,5 +179,4 @@ def is_valid_jwt(token)
     end
     # rubocop:enable Naming/PredicateName
   end
-  # rubocop:enable Metrics/ClassLength
 end
diff --git a/workos.gemspec b/workos.gemspec
index 98d092b9..20b5f427 100644
--- a/workos.gemspec
+++ b/workos.gemspec
@@ -26,9 +26,9 @@ Gem::Specification.new do |spec|
 
   spec.add_development_dependency 'bundler', '>= 2.0.1'
   spec.add_development_dependency 'rspec', '~> 3.9.0'
-  spec.add_development_dependency 'rubocop', '~> 0.77'
+  spec.add_development_dependency 'rubocop', '~> 1.71'
   spec.add_development_dependency 'vcr', '~> 5.0.0'
   spec.add_development_dependency 'webmock'
 
-  spec.required_ruby_version = '>= 2.7'
+  spec.required_ruby_version = '>= 3.1'
 end