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Curated Questions

Celebrating The Power Of Questions

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#98 Ken Woodward: Paid To Say I Don't Know

" You do not knock on a door that's been painted over. One word scores the paint and reopens it." - Ken Woodward

Researchers paid people to admit when they didn't know something. Given access to AI advice, they almost never did.

The design made it startling. Participants could decline any question with no penalty. Guessing wrong cost them money. The AI advice they received was usually wrong. Every incentive pointed toward three simple words, and access to a machine nearly eliminated their willingness to say them.

What got suppressed wasn't accuracy. It was the willingness to be seen not knowing.

In this solo episode, Ken opens with a lie he told a friend in a room where nothing was at stake, then traces the same reflex through a sidewalk in Southeast D.C., five questions he couldn't answer, and a backyard conversation that ran five hours past its twenty-minute plan.

"I don't know" isn't a report on empty shelves. It's a doorway, and it's the only one.

What question are you avoiding because not knowing would cost you something?

This Curated Questions episode can be found on all major platforms and at CuratedQuestions.com.

Be sure to subscribe to the weekly Curated Questions Dispatch newsletter for more fun with questions and curiosity! (https://substack.com/@curatedquestions)

Keep questioning!

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tags: intellectual humility, admitting ignorance, I don't know, epistemic humility, cognitive offloading, AI overconfidence, critical thinking, curiosity, question asking, asking better questions, uncertainty tolerance, not knowing, overconfidence bias, blind spots, self-deception, intellectual courage, learning mindset, unlearning, deep listening, active listening, Socratic method, David Pearl, Curated Questions, Kenneth Woodward, solo episode, AI and thinking, artificial intelligence research, behavioral science, human behavior study, EveryStreetDC
categories: Connection, Leadership, Listening, Mental Wellness, Personal Growth, Equity, Imagination, Strategy, Community, Politics, Problem Solving
Thursday 08.27.26
Posted by Kenneth Woodward
 

#84 Ken Woodward: The Long Tail: What Your Decisions Drag Behind Them

"The invitation is not to be right. It is to be willing." - Ken Woodward

The small decisions we make without examination carry consequences we never see coming. Ken calls this the long tail. It does not stay inside us. It speaks, votes, stays silent when silence enables harm, and over time shapes the people and institutions around us in ways no single decision can account for.

Drawing on Roald Dahl's collapse, a question posed by author Jason Pargin about what we would actually do in someone else's position, and a personal story from a church lobby that still lands hard years later, this episode explores the difference between a foundation and a position. A foundation is what you would sacrifice almost everything to protect. A position is a conclusion you have built on top of lived experience that you have likely never examined.

The invitation is not to abandon what you stand on. It is to know what you are standing on. And to have the courage to look when something challenges it.

This Curated Questions episode can be found on all major platforms and at CuratedQuestions.com.

Be sure to subscribe to the weekly Curated Questions Dispatch newsletter for more fun with questions and curiosity! (https://substack.com/@curatedquestions)

Keep questioning!

Read more

tags: Ken Woodward, Curated Questions, long tail of decisions, unexamined beliefs, self-examination, Roald Dahl, personal transformation, examined life, foundations vs positions, intentional questioning, blind spots, bias and identity, decision making, behavioral change, implicit bias, storytelling and growth, curated questions, Kenneth Woodward, podcast personal development, racial justice journey, white privilege awakening, cognitive dissonance, moral courage, community and accountability, cost of change, identity and belief, questioning methodology, staying true to yourself, human condition, systemic impact of individuals, waking up from certainty, the examined life
categories: Community, Social Impact, Listening, Mental Wellness, Personal Growth, Equity, Imagination, Justice, Legacy, Mentoring, Relationships
Thursday 05.21.26
Posted by Kenneth Woodward
 

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