"Heartbreak in the City" is the 39th episode of The Replacements.
- Tim Gunn as Himself
- Running Gag: When any character says "New York City", people in earshot-distance react saying "New York City?!". This is a reference to the Pace Picante Sauce commercials.
- This is the most dark and devastating episode of The Replacements due to the breakup between Johnny and Riley (no thanks due to Sierra’s dirty tricks).