it doesn’t look like you’ve actually loaded these observations yet. what are the exact coordinates of those photos (both good and bad)?
my first thought is that even though they look like they’re the same point on the map, their coordinates might be ever so slightly different. however…
i’ve never looked deeply into this, but i suspect the automatic place descriptions are usually determined by the boundaries established by Google (via reverse geocoding), but it’s possible that in some cases, the automatic place descriptions come from iNat places.
i’ve previously noted behavior where some observations get a detailed place description (as if reverse geocoded), and others simply get a county-equivalent place description: https://forum.inaturalist.org/t/rename-loading-metadata/2826/7. i never understood exactly what was going on here, but i think it still happens, and it may be what you’re seeing in your case.