[I dunno]

If hes the type that can't fold, then I agree with everyone else. With position, several nut outs, and no made hand, you are better off calling and value betting.

A better time to do this would be OOP, holding something like middle pair plus a mediocre draw, where you can make a lot of hands that will win show down but will be pretty far from the nuts (mid two pair, low trips low kicker, 7 high flush...)