Cool that you could at least find some tracks that you enjoyed. Truly, though, as every album is very different, you might still want to look into Rain Dogs and/or Franks Wild Years, as both are far more accessible than Blood Money and not so 70's nightclub as Blue Valentine. I've found that people who tend to not really get into Tom Waits can still heartily enjoy those two picks (esp. Rain Dogs which I have used to win over the most difficult prospects). At very least, try to procure the song Gun Street Girl (from RD); it's my favorite Waits tune. Well, it at least sits in the top 3 songs, usually at number 1.

At any rate, you're welcome for the advice and the enthusiasm. He's been my favorite singer/songwriter since I was around sixteen, so it's easy for me to get excited about introducing him to new folks.