Cracking is a term related to removing copy-protections. Rooting or privilege escalation is better terms for what you're mentioning.

As for "users intentionally installing malware", Windows in the early 00s had a bunch of fundamentally insecure deployment models like ActiveX controls and browsers (IE especially) were more or less swiss cheese in terms of security even outside the ActiveX controls.

Visiting the wrong webpage was often enough to get crap on your computer.

My view is that once you have bad native code running on your computer there's a large chance that it's game-over (the modern sandboxes like WASM were designed to enforce a probably safe subset where regular kernel mistakes are shielded by another layer of abstraction that needs to be broken).

Even Linux has had privilege escalations every year as far as I know. Notarization/stores is just a way to try to keep check on what code runs on end-user computers that isn't sandboxed (and allow for revoking that code if found to be malicious), maybe Linux is slightly safer still but that's probably due to less older features in the Kernel, but Windows has for example recently gotten a rewritten font-parser in Rust (the previous font parser was a common exploitation point that was placed with a too high privilegie).