So you're saying that "an ask" is "an order" or "a demand", rather than "a request". Why not use those words?

I don't understand what "an ask" means. I don't know what the speaker intended with it, and I wouldn't know how a receiver would understand it.

It's just communicating badly, using words with no fixed shared meaning. Or somebody too afraid to be confrontational to phrase a demand as actually demanded.

And "learnings" is just somebody too lazy to say "lessons learned".