How many more amateur attempts did these layers thwart? Did its creators collect enough revenue before the crack was produced?

I suppose uncrackable software, in the sense of e.g. license protection, cannot exist. Software is completely beholden to hardware, and known hardware can be arbitrarily emulated, and there's nowhere to hide any tamper-resistant secret bits. Only in a combination with locked-down, uncrackable hardware can properly designed software without critical bugs remain uncrackable; see stuff like yubikeys. Similarly, communication can remain uncrackable as long as the secret bits (like a private key) remain secret.

I'm not ever cracking anything, the software is free to use, I just wanted to mitmproxy it to see the requests and figure out some custom crypto inside of it