Massive problems using macOS 10.15 Catalina's Finder to sync to iOS 13.1.2 (on iOS: all sync'd photos duplicated, some photos show up as gray rectangles, some photos of people are missing, can't search for people, tags, or titles)
Catalina's Finder seems to be duplicating photos on my iPhone X running iOS 13.1.2. It sort of worked the first time, but photos were missing on iOS (and still are after the duplication). Finder sync'd the "People" albums from macOS to iOS, but various photos were missing even though all of the people seemed to be there.
Searching is still busted as it has been since 2012 or so. I can't search for people, titles or tags. Every time I ask about this, there's some handwaving by Apple and mention of iCloud. I don't really want to sync 25,000 photos over iCloud. For me, the entire Photos situation has been a disaster since iPhoto was deprecated. I manually entered the names of people in my photos twice. Once on macOS and again on iOS, and then the new iOS obliterated my manual naming around iOS 11. There seems to be some machine learning thing running on iOS, but it only found ten people that it can't recognize despite me entering their names on both macOS and iOS independently (and despite people at Apple saying I need iCloud syncing for search to work, but if that's the case why isn't the "People" just disabled on iOS). Titles and tags continue to NOT be searchable on iOS for some reason. All of this used to work up until 2013 or so...
iPhone X