First thoughts: Make sure your storage quota has room. You can check your Storage Quota usage on your My Account page underneath the Account Type & Subscription
section on the right side of the page. You can also see it at the top
of the Recent Uploads Folder View Window, directly above the first row
of image thumbnails and below the red deletion warning message.
Make sure you're uploading a *.png or *.jpg ( not a *.jpeg) If neither of those are the issue, would you please carefully work through the first three steps of our guide to Solving Technical Issues ? Step 1: Make sure to use the right browser Please check if these issues persist when using both Chrome and Firefox. Step 2: Ensure that there are no extensions/addons interfering with Roll20 Please disable all add-ons/extensions and anti-virus programs. Step 3: Clear your cache If none of the above succeeds, please thoroughly work through Step 4 . (Don't forget the complete Console Log!)
