From the very start, I've called Asana the Lisp of task management tools. The problem is all of the founders and early employees of Asana are insanely smart so they prioritized power over learnability at every design step. There's a huge amount of conceptual complexity to absorb and very little support in the way to help you do so.

Like Lisp, once you're over the hump, you become a rabid devotee but it's culturally not friendly to newbies and probably never will be.

My conversations with current and ex Asana employees have all reported essentially that my take is accurate.