The right directional might help too...
I've never surfed, but got out on a Dialer (big, high-volume, fish) this year... I was going upwind, gybing successfully about 50% of the time at the end of my first proper session. Beginners luck, I'm sure

No hassle in switching from TT to D... the problem is going back the other way, and thinking your TT has more board ahead of your front foot - face plant!
BTW falling off a strapless D. hurts...