> His goal is to guide the person he's talking to critical places that explain their own world view

Doing that well should inevitably involve challenging your guest's framing of certain issues. As an absurd example, if you ask the guest why they spin around 3 times when they stand up and they say, "better that than doing three somersaults", you would be doing your audience a huge disservice by asking your guest how they assess the relative difficulty of spins versus somersaults.

Why Jensen Huang thinks a fabulously wealthy person not knowing their own address is analogous to a child not learning basic math skills would be, in my opinion, much more interesting and informative of his viewpoint than the actual point he was trying to make.