20 years ago when I started to MTB from a background in road, I was really disappointed with my lack of skill compared to people I was riding with. I started doing trails as it is a low speed way of developing skills. Got to the point where I could do a fair bit of cool stuff. Those skills have served me well on the trails for the past two decades but I also notice that I am chicken on gaps. Drops have always been fine but I never spent time doing gaps and the idea of casing the other side is not appealing.
There is a coach in the states I heard about on a podcast https://fluidride.com/
Sounds like a really cool approach to teaching mountain biking. Might be worth looking at as well.
For some perspective on your goals. I suspect you already have the skills to ride the whale back and to do the drop on boogieman. Those two moves aren't more difficult than most of the other stuff on the shore/squamish, just more committing. The cost of screw up is bigger. Doing gaps at Whistler is not going to help with those IMO. Learning to do committing lines is more about dealing with risk. The question is, is it worth it for you.
As for WBP, it is known in the medical community as a bit of a meat grinder. grinds up riders all day that we put back together. ER docs never wanted summer shifts in Whistler as they didn't make any $ but that has changed since the bike park. Now summer shifts are just as busy as winter. I personally have had an acquaintance become a quad riding in whistler. I have also treated several severe injuries from the bike park. IMO, it's not worth it for me. I'm too old to crash at those speeds. I leave the gaps to the young folk who grew up casing jumps at WBP. I make it back up when I drop them in the tight technical jank, or when I send the double black line on my rigid single speed. Lots of ways to earn respect without putting your life/livelihood at risk.