
Hosted by Ken Woodward · EN

"Ian thought a question was a way to find out who was above him and who was below him. The fire taught him it was a way to find out who was beside him." - Ken WoodwardIan told me he had gotten better at asking questions, and then said the thing that caught my attention. He used to be afraid to ask. Partially fear of looking nosy. Mostly afraid that asking one question would open him up to being asked one back. I knew that fear from the inside, so the two of us got on a call to dig in.This episode follows what we found. The scarcity in the house that raised him, and how a stretched mind cannot afford a question. The old wiring that treats being pushed out of the group as a threat to survival. Why his fear was not timidity but an accurate read of how people actually work. And the small weekly circle, built on one plain question, that changed the physics until the thing he feared was simply no longer true.With a debt to Brian Fretwell and Finding Good, a nod to Seth Godin and Polly Wiessner, and a question at the end I do not have the answer to.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 (https://substack.com/@curatedquestions?))Keep questioning!

"The question was not broken. It was unfinished." - Ken WoodwardBuried in the introduction of the twentieth century's most famously unread book is the most precise dissection of a question ever written.In this solo episode, we open Martin Heidegger's Being and Time and recover his anatomy of inquiry: every question has a subject, a source, and an intent, and most questions fail not from bad wording but from missing parts.We test the anatomy against the streets of Washington, D.C., including a backyard in Marshall Heights where a five-hour-and-forty-five-minute conversation revealed what sixty-one years of an unasked question feels like.Then the reckoning. The man who drew the map of questioning joined the Nazi Party, deleted his Jewish teacher's name from his own dedication page, and spent forty-three years refusing the one question that came addressed to him.Knowing the anatomy is not the asking. This episode is about the difference, and the drive home.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!Resources MentionedMartin HeideggerBeing and Time by Martin HeideggerSoul Boom PodcastAmanda RipleyArthur C. BrooksEdmund HusserlProducer Ben FordBeauty Pill

"The smallest act of authorship is a question." - Ken WoodwardNine months ago, Naomi Campbell of the Right Question Institute said one word that gave me a word I had been searching for: agency. I felt it land in my body before I understood it in my head. I promised my listeners I would come back with an answer. This episode is that answer.Agency is the authorship of our own lives. Not control, which none of us has. Authorship is something smaller and more stubborn. It is the refusal to be only what the world wrote about us. And the smallest act of authorship, it turns out, is a question. The moment we ask, we stop receiving the world and start writing on it.I carry two stories from my walk across Washington. A man I call Doc, raised by a mother who would not let him absorb anything without questioning it first. A woman I call Pearl, who answered the worst day of her life by building a neighborhood for the children coming up behind her.Agency is inherent. It can be suppressed, but never removed. The whole question is whether we pick up the pen.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 (https://substack.com/@curatedquestions?))Keep questioning!

" The more you play around with it, and the more you see the power in a question, the more you realize that it actually is the cure for the uncertainty that ails many of us." - Larry RobertsonLarry Robertson has spent three decades advising leaders on growth, innovation, and strategy. He is also a US Fulbright Scholar, a columnist, and the author of four award-winning books. His newest, Great Question: The Art of the Ask and Getting More of What You Really Want, draws on more than 140 interviews spanning neuroscience, psychology, business, and the arts.Larry believes we are not a storytelling species. We are a questioning species. He arrived at that conviction book by book, pattern by pattern, over two decades of research.In this conversation, we explore the power of questions as a form of agency. We examine intellectual humility and what happens when you stop performing certainty. We discuss leadership, polarization, and the Braver Angels framework. We also unpack Larry's five-element Art of the Ask.Questions are not a technique. They are a behavior. They are something you already know how to do. This conversation is a reminder to start practicing again.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 (https://substack.com/@curatedquestions?))Keep questioning!Resources Mentioned Great Question: The Art of the Ask and Getting More of What You Really Want Sara Lawrence Lightfoot Audre Lorde Rebel Leadership by Larry Robertson VUCAErnest Hemingway Mark Leary Fulbright Scholarships Braver Angels I Never Thought Of It That Way by Monica Guzman David Whyte David Pearl Peter Drucker A Deliberate Pause by Larry RobertsonLarry Roberson on LinkedInLarry's WebsiteProducer Ben FordBeauty Pill

"The invitation is not to be right. It is to be willing." - Ken WoodwardThe 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 (https://substack.com/@curatedquestions?))Keep questioning!Resources MentionedRoald Dahl John LithgowGiant James and the Giant PeachCharlie and the Chocolate FactoryJason ParginProducer Ben FordBeauty Pill

"A good answer can close a loop. A good question opens one." - Ken WoodwardWhat if the quality of your questions has less to do with how curious you are and more to do with how much you know?A recent study from the Technion in Israel tracked 68 students over a semester of Introduction to Psychology. Researchers measured not just what students learned, but how their question-asking changed. The findings are worth sitting with. Domain-specific questions got sharper, more original, more complex. General questions did not improve. In some cases, they declined.Knowledge doesn't flatten curiosity. It sharpens it.This episode traces that finding through 32 years of Navy acquisition, through 1,300 conversations on a 2,085-mile walk through Washington DC, and through a conversation with Seth Godin about tension, rubber bands, and the question that only becomes possible after the preparation is done.The argument is simple. You don't become a better questioner by wanting to ask better questions. You become one by learning more about what you're walking into.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 (https://substack.com/@curatedquestions?))Keep questioning!Resources MentionedRaz, T. & Kenett, Y.N. (2026). Knowledge reshapes inquiry by changing question asking ability and impacting academic assessment. *npj Science of Learning*, 11, 19. https://doi.org/10.1038/s41539-026-00402-0Seth GodinRyan HolidayProducer Ben FordBeauty Pill

"My tree was planted in a metal bucket." - Ken WoodwardSome mornings, the ordinary holds the weight of everything. A walk to the garage. An attempt to correct a gait. A drift back to comfort. Ken opens this solo episode with that image and asks why returning to comfort is the default setting of an adult life.Drawing on the work of Nigerian-born British photographer and activist Misan Harriman, Ken investigates the mourning that accompanies genuine personal growth. The mourning for the world you thought you believed in. The mourning for the person you were sure was good enough.Ken traces his own reckoning through the identities that once added up to a clean equation. Each one a nutrient in the soil he was given. Each one another layer of metal on the bucket his tree was planted in. Growing. Just with no room to expand.This episode is about noticing the bucket. Cracking it open. And dragging your roots toward soil that can actually hold them.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 (https://substack.com/@curatedquestions?))Keep questioning!Resources MentionedMisan HarrimanHarriman Instagram PostHeraclitusProducer Ben

"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 WoodwardWe 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 (https://substack.com/@curatedquestions?))Keep questioning!Resources MentionedClaire BrownThe Art Engager PodcastCole Arthur RileyProducer Ben FordBeauty Pill

"Claiming your agency to question is a renegade step into your full humanity." - Ken WoodwardApril 12, 2016, marked the first public demonstration of Kenneth Woodward's obsession with questions. A decade, 80 episodes, and 140,000 downloads later, he returns to the shoreline to share what a decade of study, conversation, and lived experience has washed up at his feet.From a daily inquiry blog that cost him sleep, to 1,300 conversations across 2,085 miles of Washington D.C. streets, to podcast conversations with some of the world's deepest thinkers, questions have been the through line.In this milestone solo episode, Kenneth offers ten honest observations about questions, how they create space, signal desire for change, exercise agency, and reveal what we most need to face. Not conclusions from a master, but mile markers from a fellow pilgrim still very much on the road.The practice continues. So does the asking.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 (https://substack.com/@curatedquestions?))Keep questioning!

"It is easier simply to tell the truth, even if you've made a mistake, because what it does is build credibility over time." - Andrew CaulkWhat happens when the questions leaders most need to ask are the ones they're most afraid to voice? Andrew Caulk spent two decades in the Air Force as an information strategist, and he's seen how institutions, military, political, and personal, manage their narratives by avoiding the hardest inquiries.In this conversation, Andrew and Ken explore how misinformation and disinformation actually work, why truth is more strategically sustainable than deception, and how the attention economy is quietly rewiring our ability to think slowly.Andrew shares what senior leaders refused to ask aloud in military war games, what the casualty projections for a Taiwan conflict actually look like, and why American will to fight may be the most underexamined variable in geopolitical strategy.The conversation also turns to children, curiosity, and how the questions we allow, or suppress, in our homes shape the next generation's capacity to navigate a noisy world.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 (https://substack.com/@curatedquestions?))Keep questioning!Resources Mentioned Cognitive Strategy Group Right to Forget LawHelio Fred GarciaInside The Manosphere documentary Battlefield Three Ad Fontis Media Bias Chart Trust Me, I'm Lying by Ryan HolidayAnchorman 2 BloombergWall Street JournalAssociated Press (AP)ReutersThe Economist SCOTUSblog FreakonomicsGround News Planet Word Museum cognitive strategy group.com Being Human Church Dr. Kori SchakeJim MattisAndrew Caulk on LinkedInProducer Ben FordBeauty Pill