You can push the board up from under the boat while someone pulls. Real pain but that's what we've done.

Jake, I think Kevlar pulp has considerable benefit in this application: "The results show that the incorporation of Kevlar pulp into epoxy contributed to improve the friction and wear behavior considerably. The maximum wear reduction was obtained when the content of Kevlar pulp is 40 vol%." From an abstract by J. Wu, seeing if I can get the entire paper now.

I would not paint over the kevlar, so the surface roughness may be higher but done right you can get a pretty smooth finish and no loss in performance.