My first watch, when I was 10, was a simple Timex, at 14, a gold plated Smiths Astral, both had to be wound, neither showed date nor day - simples! Then a succession of multi-dial, sub-dial, digital, quartz, and/or day/date. Like most on OF, I rotate and change which watch I wear. A consequence is having to reset the day/date configuration, as well as the hands. Fifty five years later I’ve noticed that, increasingly, I’m buying and wearing vintage watches without day or date. I just wind or, if automatic, set and off I go. Easy peasy.
With the ease of re-setting the calendar on most modern watches, most folks prefer calendar models. But the with earlier calendar models that lack a quick set date feature, many antique watch collectors might share your thoughts. I am wearing a 65 year old Omega Seamaster date, today. And I HATE having to re-set the date!
I agree 100% on no day/ date. The two watches I own that have date wheels never get set, as I do not rely on the watches for that.
I avoid vintage date watches for exactly that reason. Plus, I think no-date watches preserve the dial symmetry and generally just look better.