I believe that the higher board is about four stories tall, so comparing it to a 20-story building isn’t valid. But someone jumping off a diving tower could go farther than on dry land.
I believe the ACME company offers Slingshots capable of propelling humans. Or at least coyotes.
Could he sprint hard enough, in an excess of zeal, to land on the other side of the pool by mistake? How wide is the pool, how many fps to clear it?
No, don’t go with Acme, get the Binford Model 1920, it has more power.