Well large bookies have a big amount of bankroll so its hard for them to go bankrupt. Big bookies such as stakes already have big millions behind them so they can cover the losses. But smaller ones if they go on a bad run and someone wins big can go bankrupt easily. Thats why it is smart to always bet on bigger casinos or bookies
Another important thing we can consider is the casinos themselves, who are the developers, are they the kind of fetchy guys on hit and run game whereby they will not be trusted to reward you your winnings because they are incapable of paying you and therefore subject the gambler into going through their KYC procedures and protocols in compliance with AML and the likes appearing as unfinished task.