diff --git a/projects/plugins/jetpack/changelog/update-videopress-do-not-transfomr-not-videopress-videos b/projects/plugins/jetpack/changelog/update-videopress-do-not-transfomr-not-videopress-videos
new file mode 100644
index 000000000000..eb0dbaf00934
--- /dev/null
+++ b/projects/plugins/jetpack/changelog/update-videopress-do-not-transfomr-not-videopress-videos
@@ -0,0 +1,4 @@
+Significance: minor
+Type: enhancement
+
+Jetpack: do not add block transform to v6 when video is not a VideoPress video
diff --git a/projects/plugins/jetpack/extensions/blocks/videopress/editor.js b/projects/plugins/jetpack/extensions/blocks/videopress/editor.js
index 5beeeb71eb5a..d7eb1f86fe40 100644
--- a/projects/plugins/jetpack/extensions/blocks/videopress/editor.js
+++ b/projects/plugins/jetpack/extensions/blocks/videopress/editor.js
@@ -426,6 +426,11 @@ function addVideoPressCoreVideoTransform( settings, name ) {
 				{
 					type: 'block',
 					blocks: [ 'core/video' ],
+					isMatch: attrs => {
+						const { src, guid } = attrs;
+						const guidFromSrc = pickGUIDFromUrl( src );
+						return guid || guidFromSrc;
+					},
 					transform: attrs => createBlock( 'videopress/video', attrs ),
 				},
 			],
diff --git a/projects/plugins/jetpack/extensions/blocks/videopress/utils.js b/projects/plugins/jetpack/extensions/blocks/videopress/utils.js
index 62363817a1c9..9105c64ff903 100644
--- a/projects/plugins/jetpack/extensions/blocks/videopress/utils.js
+++ b/projects/plugins/jetpack/extensions/blocks/videopress/utils.js
@@ -70,7 +70,7 @@ export const pickGUIDFromUrl = url => {
 	}
 
 	const urlParts = url.match(
-		/^https?:\/\/(?<host>video(?:\.word)?press\.com)\/(?:v|embed)\/(?<guid>[a-zA-Z\d]{8})/
+		/^https?:\/\/(?<host>video(?:\.word|s\.files\.word)?press\.com)(?:\/v|\/embed)?\/(?<guid>[a-zA-Z\d]{8})/
 	);
 
 	if ( ! urlParts?.groups?.guid ) {