These days all my usual places like exchanges and gambling houses are asking for identity verification hence staying anonymous is almost completely impossible for me. It might be possible when I am completely not making use of any exchanges for encashing my cryptos for my living then there will be the possibility for staying anonymous in crypto space.
In that case I need to go for P2P trading so that I never need to go for any of KYC thing. For P2P, I am thinking of 2 options: first one is making use of currency board of this forum and the second one is localbitcoin kind of services which allow posting exchange ads without need of KYC.
It sucks real bad to have to deal with KYC for nearly everything we do in crypto land. You can use a decentralized exchange or decentralized gambling application, but the experience is not the same. DEXs have low liquidity and a steep learning curve, while gambling dApps are not as popular as their centralized counterparts. Not to mention, decentralized solutions are not very scalable.
We could say that it's quite difficult to achieve 100% anonymity these days. One way or another, your identity could be exposed greatly defeating the purpose of crypto/Blockchain tech. Your best bet would be to perform everything offline for peace of mind. I'd buy and sell crypto in a P2P manner just to remain out of the radar. Off-chain transactions is where the privacy is. Maybe someday as crypto/Blockchain tech becomes mature, we'd be able to enjoy using decentralized, private solutions without hurdles. In the meantime, off-chain transactions would be the only way to go. Just my thoughts