answers are now insanely cheap

why questions are the last unfair advantage.

people follow me thinking i’ve got answers. like i must know something they don’t.

truth is, i mostly don’t. i’m winging it like everyone else. i am a true regard. but there is one thing i do that most people don’t:

i ask questions.

lots of them.

dumb ones. obvious ones. recursive ones.

questions that often fracture the frame.

& in this era, that might be the only thing that matters.

we’ve crossed into a world where answers are cheap. ai can generate 10,000 in the time it takes you to blink.

you want a summary? a definition? a solution? it’s all right there.

but most people don’t know how to ask. they don’t know where to start. they don’t even see the boundaries of the box they’re trapped in.

questions are how you escape the box.

we’ve been trained since childhood to value the answer. school taught us that. the world graded us on it.

but real thinkers, dangerous thinkers, chase questions.

not to look smart. not to win arguments.

but to see differently.

to peel back the world & ask: why does this even look like this?

to ask things like:

• what assumptions are hiding in plain sight?

• what game am i really playing here?

• is this actually true, or just familiar?

& now we’ve all been given nuclear weapons for thinking.

llms are question accelerators. question multipliers. & answer your dumbest ones without hesitation or judgment.

you throw in a half formed thought & they throw back entire galaxies of perspective.

answers, sure. but also reframings. context shifts. oppositional prompts. & my personal favorite, meta questions.

you can go deeper. faster. weirder.

you can loop the question itself through multiple frames until it collapses into something new.

try doing that in your own head. it’s nearly impossible.

we’ve never had this power before.

this is the real singularity: not that machines can answer, but that humans can now question with superintelligence as their partner. and superintelligence can question humans.

your cognition just got a co-pilot.

but most people still treat it like a google clone!

the people who win in this next era won’t be the ones who know the most.

they’ll be the ones who wonder the best.

because that’s where transformation begins, not with the right answer.

but with the right questions.

bonus.

here are some of my favorite ways to unlock the power of llm’s. for nearly everything you’re thinking about, ask:

1. inversion bait

what’s something everyone in this field assumes is true… that might actually be false?

2. regarded lens

what would a complete idiot ask about this? what would a five-year-old ask?

3. root-cause spelunking

what’s the real problem here? if we solved this, what deeper issue would still remain?

4. framebreak

if this entire situation were a game, what are the rules? who benefits from the rules staying invisible?

5. history scramble

how would this look if it were invented in a completely different time or culture?

6. naive founder mode

if i knew nothing about how this is “supposed” to work, what would i do?

7. spite-fueled clarity

if i hated how this works right now, how would i tear it down & rebuild it out of pure malice?

8. contradiction finder

where are two things here that can’t both be true?

9. regret-proofing

if i were to look back in 5 years, what question would i wish i had asked now?

10. alien observer

if someone with no cultural context saw this, what would confuse them the most?

11. anti-goal sniff test

what outcome am i accidentally optimizing for?

12. narrative poison

what’s the story i’m telling myself about this… & what happens if that story is totally wrong?

plug these into your daily loop. it’ll help you to interrogate your beliefs, your startup, your goals, even your dumb calendar.