I have the same issue. The problem comes when I have to copy & paste one image from the web or stored in Roll20. Normally, I could take that image into a handout and then display it, but now it doesn't let me and I have to copy an old image I uploaded before. This means, any new image is not displaying in the handout/text area but it is displaying in the header part for images. So I guess is a recent problem because I usually upload new images to Roll20 and copy them to the handouts. I think it's not a big problem but I would like to know the solution. Now the images aren't shown, and instead it's shown a white box, if I have resized the image, or nothing–or something near to a break line. In the forum this feature seems to be functioning correctly. As shown below. The method I followed was searching for a Roll20 logo, selecting this , and then copy and paste the image (not using the link and the picture bottom available in the forum–but not available in the game handouts). So the only known procedure to include a picture in the text area is to copy and paste it from somewhere in the web (including Roll20), and this feature is not working.