Hi David. Could you do me the favor and copy such a photo where you see this to a "forAdobeDebug" -album so that I could have a look with our server-side diagnostics.
In addition could you please send me a LR Classic diagnostic log - best as a private message with a downloadable dropbox link.
You can trigger the log via LR Classic preferences -> Lightroom Sync and when you hold down the alt key you will notice a generate diagnostic log button
In addition please send out a Lr Mobile diagnostic log which can be triggered when you open up the Lr Mobile settings via the top left Lr-icon and then navigate in to the Help&Support section and long-tab (for at least 3 sec) the "Access our Support Forum"-entry and a diagnostic log will be generated and attached to your local mail client. Hope this helps to get a clue about your issue.
I've tried out what you suggested. I can shed some extra light on the issue too.
The problem ONLY occurs with photos in LR that have been edited with photoshop and saved as tif files.
1) choose a photo in LR Classic, add to a collection, sync, save to camera roll in LR cc mobile on iPad and photo is good
now edit the photo entirely in LR classic and let it sync
save to camera roll on LR mobile on iPad. The photo on Pad photos app is good
2) Now edit same photo in photoshop using "edit in" -> edit in photoshop CC 2018 in LR classic
Make some changes in photoshop and save (as a tif file) and let it sync in LR classic
save to camera roll on LR mobile on iPad. Photo is again good
3) Now edit same photo AGAIN in photoshop via "edit in" -> edit in photoshop CC 2018 in LR classic
Make some MORE changes in photoshop and save (as a tif file) and let it sync in LR classic
save to camera roll on LR mobile on iPad. The saved photo is NOT upto date and is in fact the photo as per 2) above
4) Any subsequent changes to the photo as per the process 3) above result in the saved photo the iPad being the photo
from 2) above.
I need some help with the diagnostics you seek.
I have run them but not sure if I have triggered the generate diagnostic log button" - before or after the sync has occurred?
Likewise the LR mobile diagnostics - when should I trigger this? Immediately after launch, before or after the "save to camera roll"?
Also I'm not sure how to "private message with a downloadable dropbox link." I have put the diagnostics file in dropbox and created a link (I think) - not sure if its downloadable - and how do I send you a private message? What address to send it to?
(Im no expert on dropbox)
The diagnostics from the iPad wants me to email it to firstname.lastname@example.org - do you need any more information in that message - a job number or something?