Photoshop 27.8, Bridge 16.0,3 on both AMD and Apple silicon Remove tool does not work.

I downloaded your image and viewed on my system. Without even opening Camera Raw, Bridge generated a preview and the lampost and people were gone as per your edits. In other words all works as expected. So something is afoot here.

How do you have your Camera Raw Preferences set for DNG handling? Like this:

I always have the the sidecars handling option set to embed XMP in DNG then there are no sidecar files to worry about. Some people have been know to move files about outside of Bridge and then the associated sidecars are lost and no edits are seen by Bridge. Check your settings and see if this might be the issue whereby Bridge is not seeing your edits. 

Thanks. Will take a look as soon as I can. Travelling home today.

Can you share a problem file using Dropbox or similar. You can post a link here. I can try on my system to see if the problem is system specific. Mind you, I am a Windows user, so there is another factor in the mix.

After exiting Camera Raw, how are you then viewing your edited images? Are you using Adobe Bridge? If so, try selecting a problem image or images and purge cache for those images. Does that make any difference?