I'd ask Tiger if someone were to design a golf course that would lessen his chances and favor the field, what sort of course design would it be. I can't imagine with his short game what could be done, but it would be interesting to hear his take on this.
I'd also ask him if he would join a gathering of movers and shakers (USGA, PGA, manufacturers, etc) in golf to see what could be done to reign in the ball (more spin and/or less distance) and restore some order to the game. I don't think reigning in the ball would hurt him, it might even separate him more from the field.