Long story short, we both stopped using iTunes to sync our Windows calendars and contacts with our iPhones, about six months ago. Doing that sync by hand is painful, painful so I just tried the newest version of iTunes, and it worked very well, almost.

In the calendar sync page, therre is an option to not sync older events. I used the default 30 days, but instead it sync'ed some calendar appts. going back as far as 2012. I am not making this up.

Any ideas for a workaround. In particular my wife does NOT want to sync older events becasue of the way she has been sync'ing her phone calendar manually.

Both of our systems are running Win 10 Pro 64 2H22 19045 and the most recent version of iTunes 64.