I have worn a Victorinox Swiss Army watch for over the last 20 years. I bought it NIB at a garage sale for about $10 back in the mid-90s. It has kept perfect time (it gains a couple of seconds a month) and has never needed any attention other than replacing the battery every 3-4 years. It's on its third band (which is on its last legs), but I already have the 4th band waiting. The crystal shows a lot of minor scratches but it's still OK. Why would I need a Rolex, except to show off? Along with most, I think a watch with hands is better than digital.

I remember that my father had one of the first digital watches from the early 1970s, a Hamilton LED. It was very expensive, I think it was around $1000. He bought it as a retirement present to himself. I sold it several years ago for about $100, it was pretty beat up.