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Curated Questions

Celebrating The Power Of Questions

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#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!

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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
 

#81 Ken Woodward: What the Machine Can't Hold

"Some questions need eye contact. Some questions need silence. Some questions need the telltale crack in our own voice that tells you, you've finally said something true." - Ken Woodward

We live in a moment when almost any question can be answered instantly, eloquently, and for free. That is a remarkable thing. It is also worth examining carefully.

In this episode, Ken Woodward draws a distinction between two kinds of questions: tool questions, which AI handles brilliantly, and threshold questions, which require something the machine cannot provide. Time. Risk. The sound of your own voice saying something true for the first time.

This is not an episode about the dangers of AI. It is an episode about the quiet cost of convenience, what we give up when we trade a live, risky question for a fast, polished answer. And what it looks like to protect the capacity for wonder in an age that makes outsourcing almost everything feel like efficiency.

Three practices. A few guardrails. And one question to carry with you when you close the machine.

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, AI and human connection, artificial intelligence limitations, wonder and technology, threshold questions, tool questions, outsourcing thinking, AI productivity tools, intentional questioning, mindful AI use, AI and creativity, protecting curiosity, slow thinking, wonder in modern life, question asking skills, AI and emotional intelligence, digital overwhelm, AI and self-reflection, human judgment, deep questions, meaningful conversations, AI and leadership, contemplative practice, curated questions podcast, intentional living, AI and mental clarity, question triage, authentic voice, AI and numbness, wonder and attention
categories: Community, Leadership, Listening, Mental Wellness, Personal Growth
Wednesday 04.29.26
Posted by Kenneth Woodward
 

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