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I have more trust in a site that requests KYC information when a player registers his account and before the first deposit is made, than a casino that asks for private details when it's time to withdraw money.
How many crypto-related casinos will do that these days? How gambler want that or will play on such casino? Things have changed and the only thing that doesn't change is that casino follows the rules and regulations of their game provider and master license holder.
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There are a lot actually. And it depends on the country that the casino were registered. I know one on our country that does this, I guess it is to follow the law and to avoid future lawsuits to casino. They needed to know who their costumers are, probably to fight/cought money laundering and other related illegal issues.
I do not think that there are a lot of casinos that requires KYC, I never faced one that required it upfront, only if there is a problem. I have been gambling for about 8 years now on crypto, I was here when it was just satoshidice and you could play it on blockchain.info and nowhere else and I remember when primedice and just-dice first started, so basically I doubt that there is anyone who can remember further back since that's the start anyway which means I was here from day 1.
And I can tell you that there is really no reason why any of this should happen upfront, places sometimes end up asking for KYC and I never really liked that but at least that's when there is a problem, not when everything is going smooth without a problem, you can't ask it upfront. Hopefully roobet will stay at "no-kyc" zone in the future because with KYC requirement, I am out.