Hi Shane @slainster
I checked your account and my internal tools/resources are suggesting that images are successfully uploading to Strava. I’m not seeing any image upload failures.
I am wondering if this is a consistent issue for you where the photos/screenshots aren’t uploaded to Strava or if it’s something that intermittently doesn’t work.
Since I haven’t seen any other recent reports of this issue (as yet), I’d suggest that you contact Zwift support. We can pull your log files and take a closer look at what else might be going on.
You can reach us here.