Forgiving equipment

I played yesterday with a relative who is now a teaching, formerly playing, pro. He showed up with (as usual) Ping Eye2 maple laminate woods, and proceeded to drive it long and under beautiful control.

At one point, I asked him if he's considered getting into newer equipment, and he replied that he just doesn't have the time to do the research to find out what would be the best length, shaft-flex, etc. for him...and why should he.

Indeed.

I believe it would be a mistake for him to do what I did, try to adapt my made-for-persimmon driver stroke (off of a very low tee, with the ball back at the middle of my stance) to modern equipment.

Too late now? I'm on the fence.