Roll20 appears to be a privately held LLC.

https://help.roll20.net/hc/en-us/articles/360037254274-About-Roll20-LLC

Source: https://blog.roll20.net/posts/roll20-has-acquired-demiplane/?_hsmi=310100938

“We’re excited to announce that Roll20 has acquired Demiplane, the best-in-class character-building solution for tabletop roleplaying games! Demiplane joins a growing suite of TTRPG (tabletop roleplaying game) offerings from Roll20 that include Roll20 Tabletop, DriveThruRPG, and Dungeon Scrawl.”

I suppose “hand over fist” is a subjective term, but you don’t acquire companies for free.

DriveThruRPG (which merged with Roll20 in 2022) according to https://www.wargamer.com/dnd/roll20-buys-demiplane

Roll20’s making some cash to keep their payroll* and purchase other companies.

*the business running