Inspired by @kate81's "Scrubs" list
  1. 9.
    You probably don't remember her
  2. 8.
    Pizzarina Sbarro
    Too young and vital for Jack, keep Pokemonning girl
  3. 7.
    Elisa Pedrera
    A murderer
  4. 6.
    Condoleezza Rice
    Too classy for Jack, sorry! And she's better at piano than he is at the flute
  5. 5.
    Nancy Donovan
    A lovely person but that bad Boston accent is hard to take
  6. 4.
    Avery Jessup
    A good intellectual match but still too young and vital
  7. 3.
    Diana Jessup
    Honestly probably his best choice but because she was his wife's mom she has to move down a few pegs
  8. 2.
    Smart, funny, age appropriate, hot tempered. They are the same, which is great but a little scary
  9. 1.
    C.C. Cunningham
    The best ever. I don't understand why she never came back and they didn't end up together! C.C. and Jack for life!