Whats funny is all that happened in the YouTube video was he lost $900 in 30 seconds

They can afford to loss because it's not their money. In a traditional casino the steamers are giving credit balance to play with certain conditions. Conditions like to wager x amount and anything after the wager requirements, it's the streamers money. The amount is so high that most of the time the steamer does not make it. There are other conditions like play until you lose the entire balance.
These streamers are paid for their time just like an employee. So it does not matter if they win or lose.
However, by doing these they just broke their own term & condition by make exceptions for BossManjack to play on CHIPS GG.
I think it's not applicable for an employee and they can justify it by saying the streamer is paid for his job.
You're wrong and it's because you are not knowledgeable regarding the facts in this specific situation.
BossManJack's only form of payment with this site is completely raw balance. He loses $900 in 30 seconds because he's an impulsive gambler with a 1.5million view Youtube documentary video on him because of this impulsive crazy lifestyle he lives.
He is given RAW balance to gamble meaning he is technically no different than any other player and they are breaking the law by letting him gamble. They just don't care because they are a small time casino and he averages 500-1000 viewers per stream so they're really hitting the jackpot with showcasing him. It's worth the risk for them. And then when they're finally confronted about this by licensee if ever happens, they'll say they didn't know he was from the US and apologize and boot him off the site, and will be left with a lot of fucking advertisement from his streams alone.