Well I have done something like this, however I didn't get to pick the player.
I have sat in an office and had about a half hour discussion with Edgar Bennett back in the mid 90's... mostly talked about the difference between Florida and Wisconsin, the adjustment in climate and Bobby Bowden.
To answer the question on current roster, probably Chad Clifton.
Why Chad.. well my questions would be more along the grinds of football, the toll it takes on your body and the satisfaction of knowing you are/were one of the better tackles in the league but is mostly overlooked in the national spotlight. Being he majored in psychology and I minored in it.. it might be an interesting discussion... I would also ask him if he plans on finishing off the schooling to complete his degree?
"The oranges are dry; the apples are mealy; and the papayas... I don't know what's going on with the papayas!"