Hello Sean S., I am sorry to hear that you have encountered this issue. The first thing to check is that you are using a supported audio file . You can find more information on File types on our Best Practices for Files on Roll20 Wiki page as well. Additionally, please make certain that you have not reached your storage quota on your Accounts page . If you are using a supported file type and have not reached your storage quota, please carefully work through these 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. Step 3: Clear your cache If none of the above succeeds, please thoroughly work through all of the requested information in Step 4 . (Don't forget the complete Console Log!) Thank you!