simioh

I like date windows in my watches, even better if it's day/date, even better if the day is in spanish (me being mexican).

I wouldn't worry too much on the 50m WR of the Hamilton, specially being on a leather strap I would never wear it in the ocean or swimming pool.

I like the color and the domed look.

As for alternate bands, a metal bracelet could work or a green leather.

You need one more for a different watch every day of the week.

Like u/Korben_Dallas_505 said a watch for every occasion.

I had never seen that model Casio, it's awesome that it's sapphire but that negative display is such a turn off for me. I thought the battery was dead at first glance.

My work watches are:

Gshock 5610, with it's stopwatch, timer, day/date, and alarm it will do anything I need, plus t's solar powered and multiband 6 so never worry about batteries or setting the time. For an analog look I use a steel Gshock w110d. They can both take a beating.

For non-digital

Seiko 5 or Vostok. Both mechanical with many variants to chose from.

Solid!

A leather strap dress watch would definitely round the collection off nicely. Maybe a Citizen, Bulova, or another Seiko.

I don't see any roasting material, very nice collection, I see many I would want to add to mine at some point like the Bulova, Hamilton, and Phoibos.