diff --git a/src/wp-admin/includes/privacy-tools.php b/src/wp-admin/includes/privacy-tools.php
index e7b949842ffd1..e76af875c7cbc 100644
--- a/src/wp-admin/includes/privacy-tools.php
+++ b/src/wp-admin/includes/privacy-tools.php
@@ -205,13 +205,14 @@ function _wp_personal_data_cleanup_requests() {
 			'date_query'     => array(
 				array(
 					/*
-					 * The local-time column must be used here, not post_modified_gmt:
+					 * An absolute UTC threshold is compared against the GMT column so that
+					 * the expiry window matches wp_validate_user_request_key() and is not
+					 * affected by the site's timezone changing after a request was made.
 					 * WP_Date_Query resolves relative date strings like "N seconds ago"
-					 * in the site's timezone, so comparing against the GMT column would
-					 * shift the expiry window by the site's UTC offset.
+					 * in the site's timezone, so a relative string cannot be used here.
 					 */
-					'column' => 'post_modified',
-					'before' => $expires . ' seconds ago',
+					'column' => 'post_modified_gmt',
+					'before' => gmdate( 'Y-m-d H:i:s', time() - $expires ),
 				),
 			),
 		)
diff --git a/tests/phpunit/tests/privacy/wpPersonalDataCleanupRequests.php b/tests/phpunit/tests/privacy/wpPersonalDataCleanupRequests.php
index edc157b3af3dc..05b17b169f324 100644
--- a/tests/phpunit/tests/privacy/wpPersonalDataCleanupRequests.php
+++ b/tests/phpunit/tests/privacy/wpPersonalDataCleanupRequests.php
@@ -5,7 +5,7 @@
  * Covers:
  *  - wp_schedule_personal_data_cleanup_requests()
  *  - wp_privacy_personal_data_cleanup_requests()
- *  - _wp_personal_data_cleanup_requests() (including the post_modified timezone fix)
+ *  - _wp_personal_data_cleanup_requests() (including the expiry timezone fixes)
  *
  * @package WordPress
  * @subpackage UnitTests
@@ -329,17 +329,13 @@ public function test_expiry_duration_is_filterable(): void {
 	 * Timezone fix: a request-pending post that is only 20 hours old must not
 	 * be marked failed on a UTC+5 site.
 	 *
-	 * Before the fix, the date_query used 'post_modified_gmt' (a UTC column) but
-	 * WP_Date_Query::build_mysql_datetime() resolved the relative 'before' string
-	 * (e.g. "86400 seconds ago") using the site's local timezone and returned a
-	 * *local-time* string. Comparing a UTC column against a local-time threshold
+	 * The expiry threshold must be an absolute UTC time. A relative 'before'
+	 * string such as "86400 seconds ago" is resolved by WP_Date_Query in the
+	 * site's timezone, so comparing it against the UTC post_modified_gmt column
 	 * shifted the effective expiry window by the UTC offset — on UTC+5 sites,
 	 * requests expired 5 hours too early, flagging posts that were as recent as
 	 * 19 hours old as expired.
 	 *
-	 * The fix changes the column to 'post_modified' (local time) so both sides
-	 * of the comparison are in the same timezone.
-	 *
 	 * @ticket 44498
 	 */
 	public function test_unexpired_request_not_expired_on_utcplus_site(): void {
@@ -374,9 +370,9 @@ public function test_unexpired_request_not_expired_on_utcplus_site(): void {
 	 * Symmetric check for UTC- sites: a request just over the expiry threshold
 	 * must be correctly marked as failed even on a UTC- site.
 	 *
-	 * On UTC- sites, the old buggy code shifted the effective expiry window in
-	 * the opposite direction — requests would linger longer than intended before
-	 * being cleaned up. With the fix, the threshold is always applied consistently.
+	 * A relative 'before' string shifted the effective expiry window in the
+	 * opposite direction on UTC- sites — requests lingered longer than intended
+	 * before being cleaned up. An absolute UTC threshold applies consistently.
 	 *
 	 * @ticket 44498
 	 */
@@ -400,6 +396,30 @@ public function test_expired_request_is_marked_failed_on_utcminus_site(): void {
 		);
 	}
 
+	/**
+	 * Changing the site timezone must not retroactively expire a fresh request.
+	 *
+	 * @ticket 65731
+	 */
+	public function test_fresh_request_survives_a_large_timezone_change(): void {
+		// UTC-11 at request time.
+		update_option( 'timezone_string', 'Pacific/Pago_Pago' );
+
+		$id = wp_create_user_request( $this->unique_email(), 'export_personal_data' );
+		$this->assertIsInt( $id );
+
+		// UTC+14 afterwards: 25 hours ahead, more than the 24-hour expiry window.
+		update_option( 'timezone_string', 'Pacific/Kiritimati' );
+
+		_wp_personal_data_cleanup_requests();
+
+		$this->assertSame(
+			'request-pending',
+			get_post_status( $id ),
+			'A seconds-old request should stay request-pending after the site timezone changes.'
+		);
+	}
+
 	// =========================================================================
 	// wp_privacy_personal_data_cleanup_requests() (cron callback)
 	// =========================================================================