diff --git a/.editorconfig b/.editorconfig
index c48f395e5..61ff4c938 100644
--- a/.editorconfig
+++ b/.editorconfig
@@ -30,6 +30,11 @@ insert_final_newline = false
 indent_style = space
 indent_size = 2
 
+[*.feature]
+insert_final_newline = false
+indent_style = space
+indent_size = 2
+
 [*.yml]
 insert_final_newline = false
 indent_style = space
diff --git a/includes/Checker/Checks/Abstract_File_Check.php b/includes/Checker/Checks/Abstract_File_Check.php
index 8296576db..f4b046831 100644
--- a/includes/Checker/Checks/Abstract_File_Check.php
+++ b/includes/Checker/Checks/Abstract_File_Check.php
@@ -203,7 +203,9 @@ private static function get_files( Check_Context $plugin ) {
 
 		// If the location is a plugin folder, get all its files.
 		// Otherwise, it is a single-file plugin.
-		if ( $plugin->path() === $location ) {
+		if ( $plugin->is_single_file_plugin() ) {
+			self::$file_list_cache[ $location ][] = $location;
+		} else {
 			$iterator = new RecursiveIteratorIterator( new RecursiveDirectoryIterator( $location ) );
 			foreach ( $iterator as $file ) {
 				if ( ! $file->isFile() ) {
@@ -229,8 +231,6 @@ private static function get_files( Check_Context $plugin ) {
 					self::$file_list_cache[ $location ][] = $file_path;
 				}
 			}
-		} else {
-			self::$file_list_cache[ $location ][] = $location;
 		}
 
 		return self::$file_list_cache[ $location ];
diff --git a/includes/Checker/Checks/Plugin_Readme_Check.php b/includes/Checker/Checks/Plugin_Readme_Check.php
index 5e638f295..4cd91def9 100644
--- a/includes/Checker/Checks/Plugin_Readme_Check.php
+++ b/includes/Checker/Checks/Plugin_Readme_Check.php
@@ -47,6 +47,11 @@ public function get_categories() {
 	 */
 	protected function check_files( Check_Result $result, array $files ) {
 
+		// Check if single file plugin, then bail early.
+		if ( $result->plugin()->is_single_file_plugin() ) {
+			return;
+		}
+
 		$plugin_relative_path = $result->plugin()->path();
 
 		// Filter the readme files.
diff --git a/includes/Checker/Checks/Trademarks_Check.php b/includes/Checker/Checks/Trademarks_Check.php
index c0febafdf..7c8093164 100644
--- a/includes/Checker/Checks/Trademarks_Check.php
+++ b/includes/Checker/Checks/Trademarks_Check.php
@@ -307,6 +307,11 @@ private function check_for_name_in_main_file( Check_Result $result ) {
 	 * @param Check_Result $result The Check Result to amend.
 	 */
 	private function check_for_slug( Check_Result $result ) {
+		// Check if single file plugin, then bail early.
+		if ( $result->plugin()->is_single_file_plugin() ) {
+			return;
+		}
+
 		$plugin_slug = basename( $result->plugin()->path() );
 
 		try {
diff --git a/includes/Plugin_Context.php b/includes/Plugin_Context.php
index 1ba4d9b5d..a64d5e43c 100644
--- a/includes/Plugin_Context.php
+++ b/includes/Plugin_Context.php
@@ -85,4 +85,17 @@ public function location() {
 
 		return $path;
 	}
+
+	/**
+	 * Checks if the plugin is a single file plugin without a dedicated directory.
+	 *
+	 * This is the case when the single file is directly placed within `wp-content/plugins`.
+	 *
+	 * @since n.e.x.t
+	 *
+	 * @return bool true if the single file plugin, otherwise false.
+	 */
+	public function is_single_file_plugin() {
+		return $this->path() !== $this->location();
+	}
 }
diff --git a/tests/behat/features/plugin-check.feature b/tests/behat/features/plugin-check.feature
index 84f9e1cac..693660fe2 100644
--- a/tests/behat/features/plugin-check.feature
+++ b/tests/behat/features/plugin-check.feature
@@ -14,9 +14,17 @@ Feature: Test that the WP-CLI command works.
 
     When I try the WP-CLI command `plugin check hello.php`
     Then STDOUT should contain:
-	  """
-	  mt_rand() is discouraged.
-	  """
+      """
+      mt_rand() is discouraged.
+      """
+    And STDOUT should not contain:
+      """
+      no_plugin_readme
+      """
+    And STDOUT should not contain:
+      """
+      trademarked_term
+      """
     And STDOUT should contain:
       """
       All output should be run through an escaping function
diff --git a/tests/phpunit/tests/Checker/Checks/Plugin_Readme_Check_Tests.php b/tests/phpunit/tests/Checker/Checks/Plugin_Readme_Check_Tests.php
index 3b1ca8c58..6944db8aa 100644
--- a/tests/phpunit/tests/Checker/Checks/Plugin_Readme_Check_Tests.php
+++ b/tests/phpunit/tests/Checker/Checks/Plugin_Readme_Check_Tests.php
@@ -181,4 +181,20 @@ public function test_run_root_readme_file_without_errors() {
 		$this->assertEquals( 0, $check_result->get_error_count() );
 		$this->assertEquals( 0, $check_result->get_warning_count() );
 	}
+
+	public function test_single_file_plugin_without_error_for_trademarks() {
+		$readme_check  = new Plugin_Readme_Check();
+		$check_context = new Check_Context( WP_PLUGIN_DIR . '/single-file-plugin.php' );
+		$check_result  = new Check_Result( $check_context );
+
+		$readme_check->run( $check_result );
+
+		$errors   = $check_result->get_errors();
+		$warnings = $check_result->get_warnings();
+
+		$this->assertEmpty( $errors );
+		$this->assertEmpty( $warnings );
+		$this->assertSame( 0, $check_result->get_error_count() );
+		$this->assertSame( 0, $check_result->get_warning_count() );
+	}
 }
diff --git a/tests/phpunit/tests/Checker/Checks/Trademarks_Check_Tests.php b/tests/phpunit/tests/Checker/Checks/Trademarks_Check_Tests.php
index d6babf67c..1d9976ccf 100644
--- a/tests/phpunit/tests/Checker/Checks/Trademarks_Check_Tests.php
+++ b/tests/phpunit/tests/Checker/Checks/Trademarks_Check_Tests.php
@@ -108,4 +108,21 @@ public function test_trademarks_with_for_woocommerce_exceptions() {
 		$this->assertEmpty( $errors );
 		$this->assertSame( 0, $check_result->get_error_count() );
 	}
+
+	public function test_single_file_plugin_without_error_for_trademarks() {
+		$trademarks_check = new Trademarks_Check();
+		$check_context    = new Check_Context( WP_PLUGIN_DIR . '/single-file-plugin.php' );
+		$check_result     = new Check_Result( $check_context );
+
+		$trademarks_check->run( $check_result );
+
+		$errors   = $check_result->get_errors();
+		$warnings = $check_result->get_warnings();
+
+		$this->assertEmpty( $errors );
+		$this->assertEmpty( $warnings );
+
+		$this->assertSame( 0, $check_result->get_error_count() );
+		$this->assertSame( 0, $check_result->get_warning_count() );
+	}
 }
diff --git a/tests/phpunit/tests/Plugin_Context_Tests.php b/tests/phpunit/tests/Plugin_Context_Tests.php
index 688124481..e930aecb0 100644
--- a/tests/phpunit/tests/Plugin_Context_Tests.php
+++ b/tests/phpunit/tests/Plugin_Context_Tests.php
@@ -55,4 +55,11 @@ public function test_location_with_single_file_plugin() {
 
 		$this->assertSame( $single_file, $context->location() );
 	}
+
+	public function test_is_single_file_plugin() {
+		$single_file = WP_PLUGIN_DIR . '/single-file-plugin.php';
+		$context     = new Plugin_Context( $single_file );
+
+		$this->assertTrue( $context->is_single_file_plugin() );
+	}
 }