This sounds like one of two things: An issue with the sheet or an issue with the Chat. Which sheet are you using? If it is a Roll20 official sheet, I can escalate this. If it is a community-provided sheet, Roll20 offers no support, and you will need to reach out to the sheet creator. I can assist you by moving this thread to the Character Sheet thread. If the issue is a corrupted Chat (less likely, since it sounds like your problem is intermittent, and a corrupt chat is usually pretty consistent), you can try clearing the chat archive: Sometimes the Chat Archive can become corrupt, causing issues with macros and templates, and even general posting and die rolling. A game's Creator is often able to fix issues with their Text Chat by clearing the Chat Archive (note: not clearing your current Chat Log ). A GM might want to copy/back up the Chat Archive before the Creator clears it.