Search is indeed hit and miss. Immich, for instance, currently does absolutely nothing with the EXIF "description" field, so I store textual descriptions on the side as well. I have found Immich's search by image embeddings to be pretty weak at recall, and even weaker at ranking. IIRC Lightroom Classic (which I also use, but haven't found a way to automate this for without writing an extension) does search that field, but ranking is a bit of a dumpster fire, so your best bet is searching uncommon terms or constraining search by metadata (e.g. not just "black kitten" but "black kitten AND 2025"). I expect this to improve significantly over time - it's a fairly obvious thing to add given the available tech.