Trial and error was the root of what became my IT career. I became curious about what each executable did from DOS and with that did my first tweaking of autoexec.bat and config.sys to maximise memory. Years later I was the only one who could investigate network (and some other) problems in Windows via the command line while I was the junior of the team. Ended up being the driver of several new ways of working for the department and company.

Ditto. I found that people whose attitude was “let’s just try it” tended to be a lot more capable and effective. Nevertheless the prevailing wisdom when I was in IT was that if you had a problem that didn’t have an obvious solution, you had to purchase the solution.