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Anything by John Coltrane. I would recommend Giant Steps. Also, TS Monk is excellent, albeit a bit harder to listen to if you're just getting into jazz.

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Don't say anything by Coltrane to someone who's just getting into jazz. Chances are that he won't realize the greatness of Meditations or The Olatunji Concert at first. Then he might give up on Coltrane altogether. When getting into Coltrane, it is probably not a good idea to start with anything recorded after A Love Supreme. A Love Supreme is easily one of the five best jazz albums ever, and fairly accesible, but I probably wouldn't recommend it to someone who's not into jazz already. Giant Steps is a good start, as is My Favorite Things, Blue Train, or Coltranes sound. "Coltrane" on the Impulse label is v good. Crescent is an excellent mellow album which still features his later style.

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I agree. Therefore, I suggest he listen to the album Free Jazz by Ornette Coleman, and then taper down to Trane.