I just learned w2w ts last summer. What I did was hit the wake a little at a time. Slowly trying for more distance. At first I was just popping over the wake landing on the oppisite side. After I got comfortable w/that, I'd hit the wake a bit harder to get to the middle. When I was getting close to casing the oppisite wake, it wasnt much to get it over.
Overall it took me about 2 weeks to get it comfortably. Now I have no problem w2w ts although I dont get the air I do hs yet...I normally sail approx 3 to 4 ft ts.
Im in the process of learning to ride sw now. I can somewhat do hs w2w sw stance, but ts is killing me. Starting the same way but its taking me a little longer. I end up playing more than practing.