For me it would depend on how well you are at gambling. If you're doing ok then stick with crypto to get the profits in the denomination. If you're great at it, then with these depressed prices go to fiat and then convert to crypto at a discount. Things are rough, been almost a year on the downturn, but eventually the added coin that you pick up from your fiat winnings will come back and give you a good return. Who knows when the bleeding will stop, maybe beginning of next year. You sound like you have a good strategy though, just don't lose the majority of your crypto on the bets.