When I started wearing one everyday, you had to wind it. Everyday. They had self winding ones.
Later, they had LED models you had to press a button to see.
I eventually had some kind of waterproof w/ alarm, stopwatch, countdown (casio or timex ironman).
I tried the Timex Datalink (beam your calendar from outlook to your watch) and followed all the reverse engineering to get it working with Linux. After the case started getting eaten away, I switched back.
Then my RSI started & my wrist would hurt so I took it off at work sometimes. The strap broke & I got another. That broke a week later.
By that time, I was carrying a phone on my hip. I no longer have something on my wrist. I use the pocket watch (phone) now.
I got a fit bit for Xmas. I don't think I care to put it on.