I've only worked briefly with Cubase, I've got Sonar, but they have similar layouts.
I'm willing to bet money that the metronome feature has a tap tempo option if you don't know what speed the click should be.
Also, is it JUST a click for his headphones, or is there an electronic element to the music that he has to sync up with?
If it's just a click, I'd step input whatever sounds you want to use.
If it's a track that he's got to play along to, it's easiest to program an identifiable sound for a click that isn't as obnoxious as say, a cowbell. If you don't have anything in the track that keeps a steady tempo that could be used as a click, i'd get a Dr. Beat metronome set to each song's tempo, have him listen to it, or watch the silent mode flashing light, and then have him trigger the actual track, so he's got a ballpark of the tempo before the track starts. I'd also recommend running any tracks you have off of CD instead of MP3, or Cubase.
Hope that helps, hit me back.
-Phil
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