The "Ask vs Guess" name rhetorically frames it in favor of the Askers. Asking sounds reasonable, guessing does not! But really it's not about "Guessing", it's about understanding. It's about community, and relationship, and trust. What this culture really wants is for you to pay attention and understand the people around you, rather than treating everything as a transaction.
Using the example from article, the mover would be complaining about everyone who didn't guess that they needed help with moving and how they had given soup to all those people.
I really appreciate ask culture and find it much easier to navigate. It is so much easier to hangout with friends who can just ask for what they want or just say no. I have learned to ask but still find it stressful to say no.
Speaking of no, in my culture, apparently, no means, "ask me again I am just being polite, I will say yes after your ask me 3rd time."