He's sandbagging, hey a win's a win, make him buy the beer and get his business card for future reference. In the pros they get fined for tanking matches. He wants to stay on the team with his buddies, I guess that's what they taught him at Princeton, follow the money. That was a good suggestion to tank yourself, maybe play him left-handed.
"...the human emotional system was not designed to endure the mental rigors of a tennis match." Dr. Allen Fox