Hi Twotricks. I think that you are talking about the Text Chat, and you can actually do what you asked for the text chat. Tell the Players to use the drop-down menu under the text Chat, and choose their Character to "speak as" the Character in-chat, and it will show the associated picture for that Character in the chat. Wiki docs for this, <a href="https://wiki.roll20.net/Text_Chat#Chatting" rel="nofollow">https://wiki.roll20.net/Text_Chat#Chatting</a> Note: If you meant the Player's Avatar (tied to your Roll20 Account) that appears on the video-and-voice-chat box at the bottom left, that's the one that does not change to match your Character or per-game. There is an existing popular suggestion to change that and allow different Avatars for each game. Add your Comments and Vote +1 if you agree with this suggestion, Unique Portraits For Each Game <a href="https://app.roll20.net/forum/post/1245756/slug%7D" rel="nofollow">https://app.roll20.net/forum/post/1245756/slug%7D</a>