This is not my personal opinion, I know Gen Z men who voted for Harris. But the voter demographics really speak for themselves, and maybe now people will look at the radicalization of young men as a serious (but solvable) issue.
No he wasn't using DOS a couple of years ago although he did use Windows. In fact, I don't know if he ever used DOS. When they did move the drafting system to computer, he was likely using a jnix workstation or special purpose hardware.
But he learned how to acquire media from the UK that isn't available in US. He'd search and download torrents, unrar when needed, move to his plex libraries,etc.