I can definitely see Trip developing, especially in the episode "Congenitor". The thing is, I would have no problem with him on a ship like the Voyager - a relatively small ship within a huge fleet. They could even explain that after the Borg attacks, they had to use less experienced personel. But Archers Enterprise is the first warp 5 ship, so it's a little unbelievable to me that someone with such a lack of discipline would end up in such a responsible position.It helps, concerning Trip, if you think of him as a southern boy that's struggling to move beyond his preconceptions (which is really what his character is actually). He matures because there's stuff forcing him to.
But the reason I don't see the relationship working is that he's so different from T'Pol, even counting that she's a Vulcan. I can see a good friendship but not beyond that. Trip is kind of what makes T'Pol see the good in humanity. It's Archer that shows her humans can have some nobility on occasion.
As for early intel Macs, I end up using my Whitebook more and more. I originally bought it for collection purposes and to try out OCLP. But since Montery runs so good, it's now my everyday "couch-computer", and personally I prefer it to an iPad. My wife has one, I now have my 2010 MacBook - for much less money. My 2019 mbp is used for editing 4k and 6k videos for work and is tied (external screens, storage, peripherals, ...) to my desk at the home office or a color grading company I often work with. It's nice to have something I can just grab and sit somewhere. Value for money wise, that € 90,- white MacBook might be one of my best electronic purchases ever.