As I was Googling "tricked out" and "stroller" [so predictable, you don't need to ask], I found a review of Wayne Kramer's movie, The Cooler which mentions the sharp dialogue.
I'd already heard about--I kid you not--Alec Baldwin's excellent performance as the owner of a downscale casino, but now I think I have to rent it just to hear him argue with Ron Livingston's MBA hotshot about turning the joint into a "Disneyland mookfest for the suburban stroller set."
Buy The Cooler on DVD from Amazon, or better yet, rent it from Netflix or Greencine (definitely the cooler of the two).