Decent idea, if more checkpoints get added to other dungeons. There is the problem of save slots though. Imagine queuing for a roulette with save slots open in PoD, HoH, and PT, but not EO. Do you just not get EO? Do you get a roulette penalty?

Could the roulette instead be played on a hidden 3rd save file that is never saved anyway? And thus always free?

Also if I get PT 1-10 or 21-30, lol hooray. Fast brainless run. If I get EO 21-30 I'm going to be slightly annoyed. It's like how sometimes people quit AR roulette if they get Crystal Tower and sometimes people quit if they don't get Crystal Tower.