Thats fascinating, what brands or types do you favor? I've always liked skeleton watches. 
I am a huge fan of watches with a story.  In particular watches that have been a part of a historic event. For example, the Omega Speedmaster was the watch that was worn during the moon landing. That to me, can never be topped.  Also a Rolex watch was worn the first time anyone reached the Summit of Mt Everest.  
Wow. Why stop at 20? What's your favorite watch you own now? 
I don't want to get too crazy! also it is an expensive hobby :D  .  My favorite is that Omega Speedmaster I mentioned earlier. It's such an incredible piece of engineering! 
How do you feel about complications? The patek phillipe calibre 89 has 33 of them! 
As an engineer myself, I am in awe of what incredible things can be fit onto something that itself fits on your wrist. Patek Phillipe is a master timepiece maker, they really do make the craziest things! so expensive, though! 
You're not kidding. I just found out paul newman's rolex daytona sold for over 17 million dollars. That is an absolutely ludicrous amount of money to spend on a wristwatch. Do you think the guy wears it? 
I highly doubt it. I would never wear it out of fear of putting a single scratch on it! I think that's too much. I keep all my watches under $10k.  If it's above that, I don't bother. 
Wow. I dream of the day I can afford to spend 10 k on anything. You are a lucky person to be able to pursue this hobby. 
I guess so! I am frugal in other ways and just spend on things I care about. I don't waste money on things that don't being me joy! I do save for a while before each purchase, so it's more about the process sometimes than the purchase itself! 
I absolutely get that. The thrill of the hunt is