For me also, the big punchline revolved around a song from the Dirty Dancing mov...

For me also, the big punchline revolved around a song from the Dirty Dancing movie that I had to actually look up to find out if I've ever heard before. Now I'm a sucker for 80s synth-pop, don't get me wrong, but that specific song I'm 99.9% sure I've never actually played on Spotify. So it kinda seems like they've hard coded some insults with pop culture cross-references. The "AI" be like

  select case (person%likes)
    case ('80s-synth-pop')
    print *, 80s_pop_insult_char
    case ('single-specific-artist')
    print *, person%likes_artist//'-stan'
    ! (...)
  end select