I've pulled wakeboarders behind my 38' several times. Short tow at about 10-14kts, get them right on the first hump of the wake. One guy was good enough to through the tow rope back into the cockpit and just ride the wave. I think he was using a shorty surfboard.
Did it again with long tow and one wakeboard at about 20kts where he could jump, and it was a heck of a jump.
Might try it again with some barrels of water in cockpit to get a bigger wake.
Next time we'll have a gopro.
Fun!!