I expect many “interesting” replies about “pilot watches”- especially in relation to how big the watch needs to be!
Personal preference, 100%. What someone else likes may not suit you.
Some like smart watches and linking to their phones and setting their own time zones; but having to charge them often.
Some (like me) just prefer an analogue that I can read easily. I don’t have a battery powered light in it, and I’ve not once been worried by the lack of such a function.
Some like combo digital/analogue- one on local and one on GMT. I’m yet to find any digital watch (non-smart variety) where the user can create/name their own time zones outside of the pre-programmed ones.
You don’t “need” a fancy watch with flight computers built in. Nothing stopping you getting one, if that’s what you want.
A $100 Casio will do you just as well as an $8000 Brietling.
If you’ve got the cash to splash then by all means buy an expensive watch, there are some very nice ones available. But give thought to the environment you’ll be wearing it in. Potential fuel/oil spills on it (I prefer metal bands for this reason, wipes clean), banging it against something and damaging it, scratching the glass etc. Some people are not happy risking their expensive watches daily; others are.