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If you find dark dials difficult to read...stay away from them. They won't be easier for you to read many years from now. I have a few older friends who sold off dark dialed watches because it became too difficult for them to read the time.Thanks for this suggestion, Winot, I may well go back to Nomos for an Orion with the anthracite face, or perhaps a Zurich. I wouldn't want another Rolex, as I have two problems with it: the acrylic crystal scratches easily (my father had to replace his often, and when it came to me it was a mess) and I often have had problems with stainless bracelets and the DateJust doesn't really work with a strap. Other Rolex watches that I like that have straps, like the Cellini, are out of my price range, which would already be stretched for the Portofino. I have a strong preference, too, for display cases, as I feel more connected to the watch when I can see the movement now and then.
If you find dark dials difficult to read...stay away from them. They won't be easier for you to read many years from now. I have a few older friends who sold off dark dialed watches because it became too difficult for them to read the time.
As for Rolex, if your big issue was the acrylic crystal, later models I believe from the late 80's/early 90s all had sapphire synthetic crystals. As for use of a strap on a DJ, I prefer a Rolex on a bracelet, but lots of folks wear them on straps and with the right strap they can look very handsome. So maybe you should not write those off immediately.
I don't really care for the IWC you are considering, but the best thing to do is always go with the watch that puts the biggest smile on your face. Good luck with whatever you decide.