In this season's amateur draft, my first pick was in the 2nd round due to a Type A signing. I haven't offered a contract yet because frankly he's not very good. But he says he won't sign unless the offer is right because he has D1 scholarships. I'm willing to offer his original demand on the hope that he won't accept. If I do that and he passes, will I get a comp pick in next season's draft? I know this happens for first picks who pass on an offer. Does it matter that my 1st pick came in the 2nd round?

From the 05/05/2009 update:

Type D Compensation Picks:

Any franchise that does not sign their first or second round pick will now get a pick at the same position plus one slot in the next season’s draft. All unsigned third round picks will now be placed in a supplemental round at the end of the third round. In order to receive the compensation picks the following season you MUST offer the draft pick his demands and he MUST refuse to sign. You will not receive Type D compensation picks if you don't have the money to sign the player.

So yes, you would get compensation for an unsigned second rounder, provided you met (and he refused) the initial demands.