diff --git a/plugins/woocommerce/changelog/fix-38167_RIM_rules_processor b/plugins/woocommerce/changelog/fix-38167_RIM_rules_processor
new file mode 100644
index 00000000000..71810b2bee9
--- /dev/null
+++ b/plugins/woocommerce/changelog/fix-38167_RIM_rules_processor
@@ -0,0 +1,4 @@
+Significance: minor
+Type: fix
+
+Add "PrepareUrl" transformer to RIM rules processor
diff --git a/plugins/woocommerce/src/Admin/RemoteInboxNotifications/ComparisonOperation.php b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/ComparisonOperation.php
index 2da4aa28633..8be740a8a10 100644
--- a/plugins/woocommerce/src/Admin/RemoteInboxNotifications/ComparisonOperation.php
+++ b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/ComparisonOperation.php
@@ -33,9 +33,15 @@ class ComparisonOperation {
 			case '!=':
 				return $left_operand !== $right_operand;
 			case 'contains':
-				return in_array( $right_operand, $left_operand, true );
+				if ( is_array( $left_operand ) && is_string( $right_operand ) ) {
+					return in_array( $right_operand, $left_operand, true );
+				}
+				return strpos( $right_operand, $left_operand ) !== false;
 			case '!contains':
-				return ! in_array( $right_operand, $left_operand, true );
+				if ( is_array( $left_operand ) && is_string( $right_operand ) ) {
+					return ! in_array( $right_operand, $left_operand, true );
+				}
+				return strpos( $right_operand, $left_operand ) === false;
 		}
 
 		return false;
diff --git a/plugins/woocommerce/src/Admin/RemoteInboxNotifications/OptionRuleProcessor.php b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/OptionRuleProcessor.php
index 3ef30a9b97e..24c0b0f5462 100644
--- a/plugins/woocommerce/src/Admin/RemoteInboxNotifications/OptionRuleProcessor.php
+++ b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/OptionRuleProcessor.php
@@ -23,9 +23,33 @@ class OptionRuleProcessor implements RuleProcessorInterface {
 		$is_contains   = $rule->operation && strpos( $rule->operation, 'contains' ) !== false;
 		$default_value = $is_contains ? array() : false;
 		$default       = isset( $rule->default ) ? $rule->default : $default_value;
-		$option_value  = get_option( $rule->option_name, $default );
+		$option_value  = $this->get_option_value( $rule, $default, $is_contains );
 
-		if ( $is_contains && ! is_array( $option_value ) ) {
+		if ( isset( $rule->transformers ) && is_array( $rule->transformers ) ) {
+			$option_value = TransformerService::apply( $option_value, $rule->transformers, $default );
+		}
+
+		return ComparisonOperation::compare(
+			$option_value,
+			$rule->value,
+			$rule->operation
+		);
+	}
+
+	/**
+	 * Retrieves the option value and handles logging if necessary.
+	 *
+	 * @param object $rule         The specific rule being processed.
+	 * @param mixed  $default      The default value.
+	 * @param bool   $is_contains  Indicates whether the operation is "contains".
+	 *
+	 * @return mixed The option value.
+	 */
+	private function get_option_value( $rule, $default, $is_contains ) {
+		$option_value      = get_option( $rule->option_name, $default );
+		$is_contains_valid = $is_contains && ( is_array( $option_value ) || ( is_string( $option_value ) && is_string( $rule->value ) ) );
+
+		if ( $is_contains && ! $is_contains_valid ) {
 			$logger = wc_get_logger();
 			$logger->warning(
 				sprintf(
@@ -41,15 +65,7 @@ class OptionRuleProcessor implements RuleProcessorInterface {
 			$option_value = array();
 		}
 
-		if ( isset( $rule->transformers ) && is_array( $rule->transformers ) ) {
-			$option_value = TransformerService::apply( $option_value, $rule->transformers, $default );
-		}
-
-		return ComparisonOperation::compare(
-			$option_value,
-			$rule->value,
-			$rule->operation
-		);
+		return $option_value;
 	}
 
 	/**
diff --git a/plugins/woocommerce/src/Admin/RemoteInboxNotifications/Transformers/PrepareUrl.php b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/Transformers/PrepareUrl.php
new file mode 100644
index 00000000000..99ad4076abc
--- /dev/null
+++ b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/Transformers/PrepareUrl.php
@@ -0,0 +1,38 @@
+<?php
+
+namespace Automattic\WooCommerce\Admin\RemoteInboxNotifications\Transformers;
+
+use Automattic\WooCommerce\Admin\RemoteInboxNotifications\TransformerInterface;
+use stdClass;
+
+/**
+ * Prepare site URL for comparison.
+ *
+ * @package Automattic\WooCommerce\Admin\RemoteInboxNotifications\Transformers
+ */
+class PrepareUrl implements TransformerInterface {
+	/**
+	 * Prepares the site URL by removing the protocol and trailing slash.
+	 *
+	 * @param mixed         $value a value to transform.
+	 * @param stdClass|null $arguments arguments.
+	 * @param string|null   $default default value.
+	 *
+	 * @return mixed|null
+	 */
+	public function transform( $value, stdClass $arguments = null, $default = null ) {
+		$url_parts = wp_parse_url( rtrim( $value, '/' ) );
+		return isset( $url_parts['path'] ) ? $url_parts['host'] . $url_parts['path'] : $url_parts['host'];
+	}
+
+	/**
+	 * Validate Transformer arguments.
+	 *
+	 * @param stdClass|null $arguments arguments to validate.
+	 *
+	 * @return mixed
+	 */
+	public function validate( stdClass $arguments = null ) {
+		return true;
+	}
+}
diff --git a/plugins/woocommerce/src/Admin/RemoteInboxNotifications/Transformers/README.md b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/Transformers/README.md
index 069764905b9..2ccd099185d 100644
--- a/plugins/woocommerce/src/Admin/RemoteInboxNotifications/Transformers/README.md
+++ b/plugins/woocommerce/src/Admin/RemoteInboxNotifications/Transformers/README.md
@@ -365,4 +365,38 @@ Let's count # of users with `count`
 
 **Output:** 3
 
+## prepare_url
 
+This prepares the site URL by removing the protocol and the last slash.
+
+#### Arguments: N/A
+
+####Definition:
+
+```php
+"transformers": [
+    {
+        "use": "prepare_url"
+    }
+],
+```
+
+#### Example:
+
+Given the following data
+
+```php
+$siteurl = "https://mysite.com/"
+```
+
+Removes the protocol and the last slash.
+
+```php
+"transformers": [
+    {
+        "use": "prepare_url",
+    }
+],
+```
+
+**Output:** "mysite.com"
diff --git a/plugins/woocommerce/tests/legacy/unit-tests/woocommerce-admin/remote-inbox-notifications/Transformers/prepare-url.php b/plugins/woocommerce/tests/legacy/unit-tests/woocommerce-admin/remote-inbox-notifications/Transformers/prepare-url.php
new file mode 100644
index 00000000000..941e8b8058d
--- /dev/null
+++ b/plugins/woocommerce/tests/legacy/unit-tests/woocommerce-admin/remote-inbox-notifications/Transformers/prepare-url.php
@@ -0,0 +1,33 @@
+<?php
+/**
+ * PrepareUrl tests.
+ *
+ * @package WooCommerce\Admin\Tests\RemoteInboxNotifications
+ */
+
+use Automattic\WooCommerce\Admin\RemoteInboxNotifications\Transformers\PrepareUrl;
+
+/**
+ * class WC_Admin_Tests_RemoteInboxNotifications_Transformers_PrepareUrl
+ */
+class WC_Admin_Tests_RemoteInboxNotifications_Transformers_PrepareUrl extends WC_Unit_Test_Case {
+	/**
+	 * Test it returns url without protocol and trailing slash.
+	 */
+	public function test_it_returns_flatten_array() {
+		$urls = array(
+			'https://www.example.com',
+			'https://www.example.com/',
+			'http://www.example.com',
+			'http://www.example.com/',
+			'test://www.example.com/',
+		);
+
+		$prepare_url = new PrepareUrl();
+
+		foreach ( $urls as $url ) {
+			$result = $prepare_url->transform( $url );
+			$this->assertEquals( 'www.example.com', $result );
+		}
+	}
+}
diff --git a/plugins/woocommerce/tests/legacy/unit-tests/woocommerce-admin/remote-inbox-notifications/option-rule-processor.php b/plugins/woocommerce/tests/legacy/unit-tests/woocommerce-admin/remote-inbox-notifications/option-rule-processor.php
index f31282385a1..788908884c5 100644
--- a/plugins/woocommerce/tests/legacy/unit-tests/woocommerce-admin/remote-inbox-notifications/option-rule-processor.php
+++ b/plugins/woocommerce/tests/legacy/unit-tests/woocommerce-admin/remote-inbox-notifications/option-rule-processor.php
@@ -63,14 +63,14 @@ class WC_Admin_Tests_RemoteInboxNotifications_OptionRuleProcessor extends WC_Uni
 	 *
 	 * @group fast
 	 */
-	public function test_rule_passes_for_contains() {
-		add_option( 'contain_item', array( 'test' ) );
+	public function test_rule_passes_for_contains_array() {
+		add_option( 'array_contain_item', array( 'test' ) );
 		$processor = new OptionRuleProcessor();
 		$rule      = json_decode(
 			'
 			{
 				"type": "option",
-				"option_name": "contain_item",
+				"option_name": "array_contain_item",
 				"value": "test",
 				"default": [],
 				"operation": "contains"
@@ -84,7 +84,36 @@ class WC_Admin_Tests_RemoteInboxNotifications_OptionRuleProcessor extends WC_Uni
 		$rule->value = 'not_included';
 		$result      = $processor->process( $rule, null );
 		$this->assertEquals( false, $result );
-		delete_option( 'contain_item' );
+		delete_option( 'array_contain_item' );
+	}
+
+	/**
+	 * Test contains of substring
+	 *
+	 * @group fast
+	 */
+	public function test_rule_passes_for_contains_substring() {
+		add_option( 'string_contain_substring', array( 'test' ) );
+		$processor = new OptionRuleProcessor();
+		$rule      = json_decode(
+			'
+			{
+				"type": "option",
+				"option_name": "string_contain_substring",
+				"value": "test",
+				"default": "",
+				"operation": "contains"
+			}
+			'
+		);
+
+		$result = $processor->process( $rule, null );
+		$this->assertEquals( true, $result );
+
+		$rule->value = 'not_included';
+		$result      = $processor->process( $rule, null );
+		$this->assertEquals( false, $result );
+		delete_option( 'string_contain_substring' );
 	}
 
 	/**