I have a friend who has a windsurfer ( old one ) he takes out in 20kts & plays around in light winds.I gave him a try on my Hifly today & gybing was worrying him.I dont know that he has ever gybed a short board . He also has a Bombora Trifin but I dont know if he has ever used it.I was wondering if he got his old Trifin going whether that would be a good board to learn to gybe as a stepping stone to something like the Hifly..
My first short board was a Bombora Tri-fin. It was a nightmare to gybe. They are so wide in the tail and have those massive double concaves it's very difficult to initate the turn. I found myself flare gybing it like my longboard in non-planning conditions.
I then went to a Mactavish 9' custom pintail slalom - very narrow by today's standards and my gybing instantly improved. I was able to initiate the carve which I couldn't do with the Tri-fin. Of course it still took a LOT of practice to perfect the transition of the rig and get through the gybe but the thinner, lighter, faster board made a huge difference.
From what I recall, anyone who can carve-gybe a Bombora Trifin is probably looking at a career on the PWA World Tour.
lol,
i couldn't even get mine to turn. you approach the gybe, you sheet in, you weight the downwind rail and.
nada, nothin, zip!
the board rails up and you keep going in a straight line.
if i did manage to turn it i lost so much speed exiting the gybe it just wasn't any fun. and forget chop hops. it's easier to jump a formula board.
take the chainsaw to the board., 
like cheeky monkey i stepped onto a custom epoxy board and yahooo!!!!
i got that board around the same time some monkey (no offence cheeky) tried to sell me a 9ft asymetrical wave board while telling me it would be good to learn shortboard sailing on.
lucky i got a 2nd opinion. 
oh, and the hi fly would be 10 times better to learn to gybe on.
I never sailed a Bombora Tri fin but I once owned a Bombora wave board proto. That was a sweet gybing board. It was short, wide and awesome. Funny how most men think that combo only applies to boards.
Maybe my board won't be so bad for him..
