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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
 

#89 Ken Woodward: The Question We Wait to Be Asked

"The avoided question and the awaited question. Same person. Two sides of one ache." - Ken Woodward

Nearly all of the research on curiosity studies the person asking. A new study out of New York University, led by Dr. Niobe Way and Rachel Taffe, turned the lens around and asked the receiver instead. They gave 641 young people a single written prompt: what is the question you most wish someone would ask you, and why. More than ninety-seven out of every hundred had an answer ready.

In this solo episode, Ken sits in that other chair. He walks the eight kinds of questions people long to receive and the six reasons underneath them, and finds that almost none of them are about information. People want to be seen, to be cared for, to be given permission to say the loving thing they have been holding back.

Drawing on more than thirteen hundred conversations from his two years walking every street in Washington, D.C., Ken offers the lived proof: the woman undone by "good to see you," the friend he carries, the questions strangers had been waiting years for someone to ask.

He closes on two pillars of the same practice. The question you are avoiding, and the question you are awaiting.

A meditation on the plainest question in the language, and what it costs to drive around for years with one sitting unasked in the seat beside us.

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: interpersonal curiosity, the questions we want to be asked, being asked, deep questions, listening, the art of asking, feeling seen, connection, loneliness, relationships, Niobe Way, Rachel Taffe, Listening with Curiosity Project, NYU applied psychology, how are you really, curiosity research, asking better questions, presence, being known, Curated Questions, EveryStreetDC
categories: Community, Connection, Listening, Mental Wellness, Personal Growth, Belonging, Gratitude, Grief, Questions
Thursday 06.25.26
Posted by Kenneth Woodward
 

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