When I got my Sub, I looked at the newer larger case models as well. The newer cases just don't flow as well into the bracelet, more bulky without really making the watch look that much bigger. The ceramic bezels are nice.
Older Subs hold their value well, the going rate today is a few hundred more than I paid for mine.
I Love my stainless date sub! I wear it daily, and haven't found a watch I want more to date.
Super nice watches I'd probably tend to covet and worry about and not wear.
I recently bought myself a Seiko Orange Monster that I enjoy wearing, but I love my Sub way more.