Quote Originally Posted by JL
You could try to lead very weakly for like $15-$20 to make it look like a blocking bet and hope to get raised.
based on player description it s pretty unlikely

One reason not to CR is his nittiness ; will he bet a Q or K of diamonds for value? If not then leading is fine.

However, a nit is unlikely to be calling a multiway pot without at least Kd... If he has 10x he'll prob never call a bet anyways.