care to elaborate on tradecraft security?
Well, if you mean in regards to just having and moving a lot of bitcoin, that question purely by itself:
Hardware wallets - it's like a digital safe
custodial wallets - Electrum is the accepted standard, since it's opensource, on GitHub, etc. So it's not actually possible to hide any code. In this case it's just a software wallet. There will be a 'seed', a private key, but all that can be accessed if you remember your password.
One nifty thing, is if you're in a TOR environment, I GUESS you could do it in Windows but I don't see much of a point in attempting to be secure if youre just gonna run Windows. But especially in linux or the versions of linux designed for anonymity, you can set the TOR network, port 9050 or 9150 for ALL network traffic in your computer's environment. And then just turn a setting on in electrum, and the little circle goes from blue to green. This means that you are now not only anonymous thanks to bitcoin, but everything you're doing with it is going through a SOCKS5 TOR based proxie(no 'VPN' on earth can do this), and this is free.
But really forget everything I just said and don't use Bitcoin, use monero.
This is a pretty good resource:
https://darknetlive.com/dnmbible.pdf