I finally got wake to wake (HS only so far) down last year to where I can do it consistently, and land out in the flats if I want - though landing on downside wake is much softer...anyway, 3 things made it happen:

1. Speed up - nothing crazy, but 22mph made a big difference over 20 to learn
2. Shorten the line
3. Try to hit the wake at a 90 degree angle. I know 45 is ideal, but I think by "trying" to hit it straight on, it probably ended up putting me at the correct 45. Trying to hit 45, I was definitely not hitting it straight on enough to get any pop.