I hope when you share your story, it won’t be something you regret too much.

I don't even have any story to shear, talk more of feeling regretful. Although I lose some amount to betting but not in crypto Casino but on fiat betting.
I’ll start with mine. Back in 2016, I remember placing a max bet of 0.1 BTC.
I don’t recall the exact price of Bitcoin at that time, but looking at today’s price, that’s around $12,000. No way I’d ever do a single bet that size now.

Well from your description I think with 0.1btc at 2016 starting price would be $43 stake with Bitcoin price of $434. But if you bet around the end of 2016 at closing price of $900, your stake would have been $90 at 0.1btc. that's really a huge amount of money anyway. But if you consider that you bet this same amount in fiat of your currency it would still be thesame. Because many people bet with even $400 then but not in BTC but in fiat. We can only regret why we didn't gamble it with fiat instead of BTC on crypto casino.