I would get a decent Seiko or even an orient Bambino for the office and pick up a Garmin instinct, or Suunto Core for when he’s outside of his 9-5. You could easily come up with a combo of two watches for 500 or a little more that would be way better than one watch that really doesn’t do any of those things great. Check r/watchexchange for some deals on used watches. I would advise against trying to get all those features in a nicer watch. He’s not going to need a barometer or compass at his desk, and he’s not going to need a dressy watch that he’s worried about messing up while he’s doing more rugged activities.

You can get some great deals on used watches that would normally be closer 2000. I’d look for a used Sinn 104 or 556, or maybe a oris aquis or big crown. There’s plenty of other good choices but I’d definitely look on the used market especially on watchexchange.