I know there was just an AMA posted yesterday, but there's currently one going on at r/cfb with a verified autograph dealer that is pretty interesting. Basically, if you're a compliance officer at a division 1 school, it pretty much confirms your worst nightmares. Link is here
Q. How do you work regarding paying players for their time and signatures? Is it directly in line with major NCAA violations or how do you circumvent these issues?
A. Its a direct NCAA violation. You are compensating them for a service or good.
Q. Without naming anyone, how many players do you think you could cause a serious NCAA investigation and/or violation off of the business you have conducted with them?
A. Dozens. Heisman winners, top 10 NFL picks, and current Heisman contenders and potentially number 1 overall picks. I did one with a player within the past week. He is probably the top player in the nation at his position and a 1st round pick for sure.
Q.Do you approach players or do players approach you?
In either scenario, how does it usually go down?
A. You always approach players. Usually by just asking them to sign a few things for you (the legal way). Then when they are done, you might say something like, "Hey, I have some pieces in the car....you interested in signing some more?" They usually know what that means....
More if you follow the link...