If I was trying to build this app, I'd probably use static playlists to get 100 song chunks, record songs that were listened to in a taste profile, and then get another 100 song chunks. <<
I played with this a bit today.
If I have a 100-song playlist and I load all 100 songs into a taste profile, then generate a playlist using catalog-radio and specifying that taste profile, the results are unacceptable. The song selection is all over the place.
Generate a playlist using song-radio, and specify a catalog and a track. The catalog is a taste profile generated from a 100-song playlist that was created using song-radio with the same track specified for the new playlist. The results are more acceptable (i.e., the songs are similar to the seed song), but every song logged in the taste profile is repeated in the new playlist. Even with adventurousness=1 and variety=1, the tracks in the taste profile are repeated. This is not what you said you expected.