>> Jobs was a businessman
People say this like Jobs didn't also have technical skills. I am not sure where this myth comes from, but Jobs was plenty sharp around technology. Compared to Wozniak, no, but almost no one was. Jobs was every bit of a toolsy hacker that worked from a young age for a computer corporation.
Definitely so!
I'm speaking about the main motivation.
That is, e.g. RMS was and maybe is an avid hacker, but most people associate him with his political stance first, and Emacs and GCC a distant second.
Woz was and is a brilliant technologist, likely he enjoys making machines work.
Building a walled garden of high security and low hackability, which started with the original Macintosh, is where their roads must have started to diverge.
(For the record, as a person, I would very much prefer to be like Woz than like Jobs, all the billions notwithstanding.)