New iPad conversion going ok. I was able to connect it to iMac running Catalina and transferred calendars and contacts via the info pane as suggested for those of us who will not use iCloud.
As part of my weekly review I always sync contacts and calendars off my main iMac to my portable devices. That worked once but not anymore. Now even after a reboot, the iPad shows up in the finder, I click on and then click on info to try to do this again as a sync. There is a spinning and then the iPad is removed from the sidebar and I can’t get it back or at least I can’t figure out how to get it back.
Everything I find assumes you are trying to use iCloud and nothing is offered about sync without using it even though it worked once. I can’t find anything about how to debug the iPad not showing up other than check cable (not applicable, I am using WiFi). I have verified that iPad and the iMac are on the same WiFi network. Finder preferences are set to show CD’s, DVDs and iPods in the sidebar and also show Cds, DVDs and iOS Devices in Locations.
I’ve tried turning those features off, rebooting then turning them on again and rebooting and still no joy.
I can use iMazing to copy contacts from my iMac to the iPad but it’s not a sync and if I’ve made any changes on the iPad I have to remember what I changed and not overwrite it.
iMazing does not work for calendars that way.