Any more updates on this? I don’t see anything else reported in the thread … but as far as I can see from Chrome on iPad the behaviour hasn’t changed - I.e. trying to set “All past and future rides” appears to work, but no old rides ever get TSS estimates and if I go back to settings it’s defaulted back to “I will decide per ride” again.
Things should be working normally now. If not, please contact support@trainerroad.com and they’ll get it straightened out!
Thanks - clearing browser cache seems to have done the trick 
1 Like
FYI… Already sent email to support, I rode my city bike to/from haircut and recorded on Apple Watch. Uploaded and no auto TSS estimation, despite Account > TSS Estimation being set to all past and future rides. Yes I know how to fix it, just posting in case it happens to someone else.