Roshtain and Train have Obsidian rank accounts too, his crazy hilo bets made an easy wager to reach this level. Can't imagine his monthly and daily reloads with crazy wager.
Yeah but these guys are sponsored so that's a little bit different. It is always easy to wager a lot of money that is sponsored. MalteseFalcon and aabb are, to my knowledge, not sponsored and are legit high rollers. MalteseFalcon is even highly active on multiple sites.
Sponsors could definitely wager more than regular people because they are getting the money for free, so there is really nothing going wrong for them and they end up winning so much just from the viewers, even if we let alone all the money from the sponsorship as gone. Subscriptions, donations, ad income and all of that comes down to a great profit, so they could gamble and lose it all back to casino and they would still be doing fine.
This is why I try to avoid checking those people out, they do not care about it if they lose, they only care if they could get viewers. However, people like aab123 or maltesefalcon end up using their money to be that high, which is awesome to see.