I never met @csallen but knowing that a curator of such an important community probably has a well educated view of the side-hustler's psychology by now. He probably has seen sufficient data to know common topics/resistance that every indie hacker goes through.
If you could borrow Courtland Allen's brain for a day, what questions would you like to ask?
I have one here on Moonlighting mistakes ( https://www.indiehackers.com/post/moonlighting-mistakes-9ea969457b )
Wondering what are your questions?