diff --git a/test/cli_test.rb b/test/cli_test.rb
index 201ab653c..62d23385a 100644
--- a/test/cli_test.rb
+++ b/test/cli_test.rb
@@ -46,7 +46,7 @@ def test_jobs_count
         stdout, status = sh(*steep, command, *args)
 
         assert_predicate status, :success?, stdout
-        assert_match /No type error detected\./, stdout
+        assert_match(/No type error detected\./, stdout)
       end
     end
     sub_test.call("check", %w(-j 1))
@@ -83,7 +83,7 @@ def test_steep_command_option
       end
 
       assert_predicate status, :success?, stdout
-      assert_match /No type error detected\./, stdout
+      assert_match(/No type error detected\./, stdout)
     end
   end
 
@@ -102,7 +102,7 @@ def test_check_success
       stdout, status = sh(*steep, "check")
 
       assert_predicate status, :success?, stdout
-      assert_match /No type error detected\./, stdout
+      assert_match(/No type error detected\./, stdout)
     end
   end
 
@@ -121,7 +121,7 @@ def test_check_failure
       stdout, status = sh(*steep, "check")
 
       refute_predicate status, :success?, stdout
-      assert_match /Detected 1 problem from 1 file/, stdout
+      assert_match(/Detected 1 problem from 1 file/, stdout)
     end
   end
 
@@ -253,10 +253,10 @@ def test_check_failure_severity_level
       stdout, status = sh(*steep, "check", "--severity-level=warning")
 
       refute_predicate status, :success?, stdout
-      assert_match /Detected 1 problem from 1 file/, stdout
+      assert_match(/Detected 1 problem from 1 file/, stdout)
 
-      assert_match /Ruby::NoMethod/, stdout
-      refute_match /Ruby::UnresolvedOverloading/, stdout
+      assert_match(/Ruby::NoMethod/, stdout)
+      refute_match(/Ruby::UnresolvedOverloading/, stdout)
     end
   end
 
@@ -274,11 +274,11 @@ def test_check_expectations_success
 
       stdout, status = sh(*steep, "check", "--save-expectation=foo.yml")
       assert_predicate status, :success?
-      assert_match /Saved expectations in foo\.yml\.\.\./, stdout
+      assert_match(/Saved expectations in foo\.yml\.\.\./, stdout)
 
       stdout, status = sh(*steep, "check", "--with-expectation=foo.yml")
       assert_predicate status, :success?
-      assert_match /Expectations satisfied:/, stdout
+      assert_match(/Expectations satisfied:/, stdout)
     end
   end
 
@@ -299,7 +299,7 @@ def test_check_expectations_lineno_changed
 
       stdout, status = sh(*steep, "check", "--save-expectation=foo.yml")
       assert_predicate status, :success?, stdout
-      assert_match /Saved expectations in foo\.yml\.\.\./, stdout
+      assert_match(/Saved expectations in foo\.yml\.\.\./, stdout)
 
       (current_dir + "foo.rb").write(<<-EOF)
 1 + "2"
@@ -308,10 +308,10 @@ def test_check_expectations_lineno_changed
       stdout, status = sh(*steep, "check", "--with-expectation=foo.yml")
       refute_predicate status, :success?, stdout
 
-      assert_match /Expectations unsatisfied:/, stdout
-      assert_match /0 expected diagnostics/, stdout
-      assert_match /1 unexpected diagnostic/, stdout
-      assert_match /1 missing diagnostic/, stdout
+      assert_match(/Expectations unsatisfied:/, stdout)
+      assert_match(/0 expected diagnostics/, stdout)
+      assert_match(/1 unexpected diagnostic/, stdout)
+      assert_match(/1 missing diagnostic/, stdout)
     end
   end
 
@@ -329,7 +329,7 @@ def test_check_expectations_fail
 
       stdout, status = sh(*steep, "check", "--save-expectation=foo.yml")
       assert_predicate status, :success?, stdout
-      assert_match /Saved expectations in foo\.yml\.\.\./, stdout
+      assert_match(/Saved expectations in foo\.yml\.\.\./, stdout)
 
       (current_dir + "foo.rb").write(<<-EOF)
 1 + 2
@@ -338,10 +338,10 @@ def test_check_expectations_fail
       stdout, status = sh(*steep, "check", "--with-expectation=foo.yml")
       refute_predicate status, :success?, stdout
 
-      assert_match /Expectations unsatisfied:/, stdout
-      assert_match /0 expected diagnostics/, stdout
-      assert_match /0 unexpected diagnostics/, stdout
-      assert_match /1 missing diagnostic/, stdout
+      assert_match(/Expectations unsatisfied:/, stdout)
+      assert_match(/0 expected diagnostics/, stdout)
+      assert_match(/0 unexpected diagnostics/, stdout)
+      assert_match(/1 missing diagnostic/, stdout)
     end
   end
 
@@ -363,7 +363,7 @@ def test_check_expectations_fail2
 
       stdout, status = sh(*steep, "check", "--save-expectation")
       assert_predicate status, :success?, stdout
-      assert_match /Saved expectations in steep_expectations\.yml\.\.\./, stdout
+      assert_match(/Saved expectations in steep_expectations\.yml\.\.\./, stdout)
 
       (current_dir + "foo.rb").write(<<-EOF)
 1 + 2
@@ -372,16 +372,16 @@ def test_check_expectations_fail2
       stdout, status = sh(*steep, "check", "--with-expectation", "foo.rb")
       refute_predicate status, :success?, stdout
 
-      assert_match /Expectations unsatisfied:/, stdout
-      assert_match /0 expected diagnostics/, stdout
-      assert_match /0 unexpected diagnostics/, stdout
-      assert_match /1 missing diagnostic/, stdout
+      assert_match(/Expectations unsatisfied:/, stdout)
+      assert_match(/0 expected diagnostics/, stdout)
+      assert_match(/0 unexpected diagnostics/, stdout)
+      assert_match(/1 missing diagnostic/, stdout)
 
       stdout, status = sh(*steep, "check", "--with-expectation", "bar.rb")
       assert_predicate status, :success?, stdout
 
-      assert_match /Expectations satisfied:/, stdout
-      assert_match /1 expected diagnostic/, stdout
+      assert_match(/Expectations satisfied:/, stdout)
+      assert_match(/1 expected diagnostic/, stdout)
     end
   end
 
@@ -420,7 +420,7 @@ def test_check_broken
 
       stdout, status = sh(*steep, "check")
       refute_predicate status, :success?, stdout
-      assert_match /Syntax error: cannot start a declaration, token=/, stdout.force_encoding(Encoding::ASCII_8BIT)
+      assert_match(/Syntax error: cannot start a declaration, token=/, stdout.force_encoding(Encoding::ASCII_8BIT))
     end
   end
 
@@ -448,9 +448,9 @@ def test_check_no_steepfile
       stdout, stderr, status = sh3(*steep, 'check')
 
       assert_predicate status, :success?, stdout
-      assert_match /current directory/, stderr
-      assert_match /steep init/, stderr
-      assert_match /No type error detected\./, stdout
+      assert_match(/current directory/, stderr)
+      assert_match(/steep init/, stderr)
+      assert_match(/No type error detected\./, stdout)
     end
   end
 
@@ -788,14 +788,14 @@ def test_ci_jobs_setup_message
         ["check", "checkfile", "stats"].each do |command|
           _, stderr, status = sh3(*steep, command, "foo.rb")
           assert_predicate status, :success?
-          assert_match /CI environment is detected but no `--jobs` option is given./, stderr
+          assert_match(/CI environment is detected but no `--jobs` option is given./, stderr)
         end
 
         ["check", "checkfile", "stats"].each do |command|
           _, stderr, status = sh3(*steep, command, "--jobs=1", "foo.rb")
 
           assert_predicate status, :success?
-          refute_match /CI environment is detected but no `--jobs` option is given./, stderr
+          refute_match(/CI environment is detected but no `--jobs` option is given./, stderr)
         end
       end
     end
diff --git a/test/driver_helper_test.rb b/test/driver_helper_test.rb
index 71a882b29..4c54665e6 100644
--- a/test/driver_helper_test.rb
+++ b/test/driver_helper_test.rb
@@ -38,7 +38,7 @@ def test_load_config_successful__no_collection_file__no_configuration
       RUBY
 
       Test.new.load_config(path: path)
-      refute_match /rbs collection install/, Steep.log_output.string
+      refute_match(/rbs collection install/, Steep.log_output.string)
     end
   end
 
@@ -52,7 +52,7 @@ def test_load_config_successful__collection_disabled
       RUBY
 
       Test.new.load_config(path: path)
-      refute_match /rbs collection install/, Steep.log_output.string
+      refute_match(/rbs collection install/, Steep.log_output.string)
     end
   end
 
@@ -66,7 +66,7 @@ def test_load_config_error__collection_file_missing
       RUBY
 
       Test.new.load_config(path: path)
-      assert_match /rbs-collection configuration is missing/, Steep.log_output.string
+      assert_match(/rbs-collection configuration is missing/, Steep.log_output.string)
     end
   end
 
@@ -81,7 +81,7 @@ def test_load_config_error__lock_file_missing
       current_dir.join("test.yaml").write("[]")
 
       Test.new.load_config(path: path)
-      assert_match /rbs collection install/, Steep.log_output.string
+      assert_match(/rbs collection install/, Steep.log_output.string)
     end
   end
 
@@ -97,8 +97,8 @@ def test_load_config_error__lock_file_is_broken
       current_dir.join("test.lock.yaml").write("[")
 
       Test.new.load_config(path: path)
-      assert_match /rbs-collection setup is broken:/, Steep.log_output.string
-      assert_match /syntax error/, Steep.log_output.string
+      assert_match(/rbs-collection setup is broken:/, Steep.log_output.string)
+      assert_match(/syntax error/, Steep.log_output.string)
     end
   end
 
@@ -138,7 +138,7 @@ def test_load_config__install_from_lockfile
 
       Test.new.load_config(path: path)
 
-      assert_match /Installing RBS files for collection: /, Steep.log_output.string
+      assert_match(/Installing RBS files for collection: /, Steep.log_output.string)
     end
   end
 
@@ -180,7 +180,7 @@ def test_load_config__install_from_lockfile__disabled
       test.disable_install_collection = true
       test.load_config(path: path)
 
-      assert_match /rbs collection install/, Steep.log_output.string
+      assert_match(/rbs collection install/, Steep.log_output.string)
     end
   end
 
@@ -221,7 +221,7 @@ def test_load_config__install_from_lockfile__failure
       test = Test.new
       test.load_config(path: path)
 
-      assert_match /Failed to set up RBS collection:/, Steep.log_output.string
+      assert_match(/Failed to set up RBS collection:/, Steep.log_output.string)
     end
   end
 end
diff --git a/test/subtyping_test.rb b/test/subtyping_test.rb
index 19c39e775..7873334c6 100644
--- a/test/subtyping_test.rb
+++ b/test/subtyping_test.rb
@@ -1064,7 +1064,7 @@ def f: (String) -> String
       assert_fail_check checker, "::_A", "::_C" do |result|
         assert_instance_of Failure::UnsatisfiedConstraints, result.error
 
-        assert_match /X\(\d+\)/, result.error.var.to_s
+        assert_match(/X\(\d+\)/, result.error.var.to_s)
         assert_equal parse_type("::String", checker: checker), result.error.sub_type
         assert_equal parse_type("::Numeric & ::String", checker: checker), result.error.super_type
       end
diff --git a/test/type_construction_test.rb b/test/type_construction_test.rb
index 75fcfd416..f33ab72b1 100644
--- a/test/type_construction_test.rb
+++ b/test/type_construction_test.rb
@@ -7049,7 +7049,7 @@ class Method
         assert_typing_error typing, size: 1 do |errors|
           assert_any!(errors) do |error|
             assert_instance_of Diagnostic::Ruby::BlockTypeMismatch, error
-            assert /^\^\(::Integer\) -> X\(\d+\)$/ =~ error.expected.to_s
+            assert (/^\^\(::Integer\) -> X\(\d+\)$/ =~ error.expected.to_s)
             assert_equal parse_type("^(::String) -> ::String"), error.actual
           end
         end