My questions is not on the technical side, since obviously you can create an address in a very much anonymous way. However, when it comes to spending it or convert it into fiat or even when spending it on a legit shop online you have to leave an identity trace.

I know that with small transactions is fine, under the radar basically, but what happens with significant ammounts?

I am asking this because I intend to become rich in 4 or 5 weeks