diff --git a/.rubocop.yml b/.rubocop.yml
index 0b59a11512..0b5dcb80a2 100644
--- a/.rubocop.yml
+++ b/.rubocop.yml
@@ -54,10 +54,6 @@ Lint/RedundantRequireStatement:
     - library/fiber/**/*.rb
     - optional/capi/fiber_spec.rb
 
-Lint/RedundantSafeNavigation:
-  Exclude:
-    - language/safe_navigator_spec.rb
-
 Lint/RedundantSplatExpansion:
   Enabled: false
 
diff --git a/.rubocop_todo.yml b/.rubocop_todo.yml
index bd30f3f14a..f998002c6d 100644
--- a/.rubocop_todo.yml
+++ b/.rubocop_todo.yml
@@ -1,6 +1,6 @@
 # This configuration was generated by
 # `rubocop --auto-gen-config`
-# on 2024-10-12 16:01:45 UTC using RuboCop version 1.66.1.
+# on 2026-05-29 08:10:07 UTC using RuboCop version 1.86.2.
 # 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
@@ -11,17 +11,22 @@ Lint/DuplicateCaseCondition:
   Exclude:
     - 'language/case_spec.rb'
 
-# Offense count: 6
+# Offense count: 20
 Lint/DuplicateMethods:
   Exclude:
     - 'core/array/fixtures/encoded_strings.rb'
     - 'core/method/fixtures/classes.rb'
+    - 'core/module/const_added_spec.rb'
+    - 'core/module/define_method_spec.rb'
     - 'core/module/fixtures/classes.rb'
+    - 'core/module/method_added_spec.rb'
+    - 'core/module/name_spec.rb'
+    - 'core/proc/new_spec.rb'
     - 'core/unboundmethod/fixtures/classes.rb'
     - 'fixtures/class.rb'
+    - 'language/assignments_spec.rb'
 
 # Offense count: 8
-# This cop supports safe autocorrection (--autocorrect).
 Lint/EnsureReturn:
   Exclude:
     - 'language/fixtures/ensure.rb'
@@ -39,12 +44,12 @@ Lint/FloatOutOfRange:
   Exclude:
     - 'core/string/modulo_spec.rb'
 
-# Offense count: 2
+# Offense count: 3
 # This cop supports safe autocorrection (--autocorrect).
 Lint/ImplicitStringConcatenation:
   Exclude:
-    - 'language/string_spec.rb'
     - 'core/string/chilled_string_spec.rb'
+    - 'language/string_spec.rb'
 
 # Offense count: 4
 Lint/IneffectiveAccessModifier:
@@ -53,12 +58,11 @@ Lint/IneffectiveAccessModifier:
     - 'core/module/fixtures/classes.rb'
     - 'language/fixtures/private.rb'
 
-# Offense count: 71
+# Offense count: 12
 # This cop supports safe autocorrection (--autocorrect).
 Lint/LiteralInInterpolation:
   Exclude:
     - 'core/module/refine_spec.rb'
-    - 'core/regexp/shared/new.rb'
     - 'core/string/shared/to_sym.rb'
     - 'language/alias_spec.rb'
     - 'language/defined_spec.rb'
@@ -80,6 +84,16 @@ Lint/ParenthesesAsGroupedExpression:
     - 'language/block_spec.rb'
     - 'language/method_spec.rb'
 
+# Offense count: 1
+# This cop supports unsafe autocorrection (--autocorrect-all).
+# Configuration parameters: AllowedMethods, InferNonNilReceiver, AdditionalNilMethods.
+# AllowedMethods: instance_of?, kind_of?, is_a?, eql?, respond_to?, equal?
+# AdditionalNilMethods: present?, blank?, try, try!
+Lint/RedundantSafeNavigation:
+  Exclude:
+    - 'language/safe_navigator_spec.rb'
+    - 'language/fixtures/rescue_captures.rb'
+
 # Offense count: 2
 # This cop supports safe autocorrection (--autocorrect).
 Lint/RedundantStringCoercion:
@@ -87,6 +101,7 @@ Lint/RedundantStringCoercion:
     - 'core/io/print_spec.rb'
 
 # Offense count: 1
+# Configuration parameters: AllowRBSInlineAnnotation.
 Lint/SelfAssignment:
   Exclude:
     - 'core/gc/auto_compact_spec.rb'
@@ -97,7 +112,7 @@ Lint/ShadowedArgument:
   Exclude:
     - 'language/fixtures/super.rb'
 
-# Offense count: 45
+# Offense count: 49
 # Configuration parameters: AllowComments, AllowNil.
 Lint/SuppressedException:
   Enabled: false
@@ -110,13 +125,14 @@ Lint/UnderscorePrefixedVariableName:
     - 'core/io/popen_spec.rb'
     - 'language/block_spec.rb'
 
-# Offense count: 7
+# Offense count: 9
 # This cop supports safe autocorrection (--autocorrect).
-# Configuration parameters: AutoCorrect, ContextCreatingMethods, MethodCreatingMethods.
+# Configuration parameters: ContextCreatingMethods, MethodCreatingMethods.
 Lint/UselessAccessModifier:
   Exclude:
     - 'core/module/define_method_spec.rb'
     - 'core/module/fixtures/classes.rb'
     - 'core/module/module_function_spec.rb'
     - 'core/module/private_class_method_spec.rb'
+    - 'language/fixtures/def.rb'
     - 'language/fixtures/send.rb'
diff --git a/bin/rubocop b/bin/rubocop
index 38254f13e4..0937c47906 100755
--- a/bin/rubocop
+++ b/bin/rubocop
@@ -6,7 +6,7 @@ require 'bundler/inline'
 gemfile do
   source 'https://rubygems.org'
 
-  gem 'rubocop', '1.66.1'
+  gem 'rubocop', '1.86.2'
 end
 
 exec(Gem.bin_path('rubocop', 'rubocop'), *ARGV)