Several software updates ago probably as far back as iOS 13, now on iOS 16 I am still unable to go into messages and select any conversation and drill down into the photos exchange with that person and delete multiple. I can tap the select button but after that when I tap on let's say 10 photos, only 1 or 2 of them gets deleted
Hello bdybldr250,
Be sure to check if the latest version of iOS 16 is currently installed (16.0.2 at the moment), which can help ensure the latest improvements are applied: Update your iPhone or iPad - Apple Support
With the app not responding as expected, it can also help to try forcing the app to close, and then relaunch it: Close an app on your iPhone or iPod touch - Apple Support
1. From the Home Screen, swipe up from the bottom of the screen and pause in the middle of the screen.
2. Swipe right or left to find the app that you want to close.
3. Swipe up on the app's preview to close the app.
Are you using iCloud Photos (Settings > Photos)? If so, you may try checking other devices that have the Messages app, if you have any other devices, and see if deleting from there helps at all.
Cheers.
Delete photos from Messages app
