The Sincerely Show

Some conversations change you. This is one of those shows.Each week, Katherine Dudtschak sits with someone who has lived a life worth examining: leaders who rebuilt everything, people who told the truth when silence would have been easier, humans who found their way home to themselves.Katherine spent thirty-seven years in financial services and in 2019 came out publicly as one of Canada's most senior banking executives. She knows what honesty costs. That knowing makes her a remarkable witness.Unhurried. Unscripted. True.

The Sincerely Show is a education podcast hosted by Katherine Dudtschak, with 15 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Katherine Dudtschak hosts The Sincerely Show, a education show with 15 episodes published.

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  Episode #16

  Chip Conley: From Return on Investment to the Ripple of Impact

  Sep 3, 20261h 13mS1

  Connect with Katherine Dudtschak Website: Sincerely Inc. LinkedIn: Katherine Dudtschak Instagram: @kdudtschak Connect with Chip Conley Website: Chip Conley LinkedIn: Chip Conley Instagram: Chip Conley Book : Chip Conley Chip Conley: From Return on Investment to the Ripple of Impact Chip Conley is the founder and executive chair of the Modern Elder Academy, the world's first midlife wisdom school, with two campuses and 9,000 alumni. He teaches people to find their footing in transitions, cultivate purpose, awaken wisdom, and reframe their relationship with aging and longevity. He has written eight books, and he now measures his life by a single phrase he says plainly and often: the ripple of impact. In this conversation, Chip and Katherine walk the full arc of his life, from his formation as the firstborn of two firstborn Stanford parents, programmed to achieve and perform, through his coming out at 22 on Independence Day in Greenwich Village, through the building of 52 boutique hotels over 24 years, and through the collapse in his late 40s that became the doorway to his life's next work. They talk about the Enneagram, the shadow side of the performer, and what it means to move from performative identity to essence. They talk about the midlife atrium, and about the Modern Elder, someone as curious as they are wise. This episode is for anyone standing at the threshold of their second adulthood, wondering whether their best work is behind them or ahead of them. Key Moments - The four pillars of the Modern Elder Academy: finding your footing in transitions, cultivating purpose, awakening wisdom, and reframing our relationship with aging and longevity. - The reframe that lands between them: Chip's phrase "the dark night of the ego" and the moment Katherine reflects it back, and both of them recognise it together. - The near-death vision of 40 small birds wearing slow-down slippers, and why birdsong became sacred to Chip from that day forward. - Katherine's own story of the 300 birds that gathered on the roof of Maison Millefleurs two days after a land-blessing ceremony, offered in return for his. - Moral beauty as the number one pathway to awe, and Chip's wish that the world would witness and be moral beauty for one another. Quotes to Remember "I've moved from the ROI of return on investment to the ROI of ripple of impact. And that's what gives me a sense of a high is to see the impact in small ways." "It's not about being youthful as you get older, it's about being useful." Reflection for Listeners What stayed with me, after Chip said "the dark night of the ego," was how precisely it names something I have tried to say in my own words so many times. The performance is what collapses. And in that collapse, if we can sit with it rather than escape it, we find the thing that was always there. Chip has lived this. He has built something beautiful from it. And I am so grateful he trusted us with all of it. About the Host Katherine Dudtschak is the founder of Sincerely, host of The Sincerely Show, and author of Sincerely, Katherine. She writes and speaks about leadership, service, and the interior life. Disclaimer This conversation is for reflection and perspective only and should not be relied on as therapy or professional advice. Please seek qualified support where needed before making any decisions based on the information you learn through this conversation. This content is also subject to our full Terms and Conditions, which you can review on our website at sincerelyinc.com.

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  Episode #14

  Tom LeNoble: Every Storm Leaves Fertile Ground to Plant

  Aug 20, 20261h 20mS1

  Connect with Katherine Dudtschak Website: Sincerely Inc. LinkedIn: Katherine Dudtschak Instagram: @kdudtschak Connect with Tom LeNoble Website: Tom LeNoble LinkedIn: Tom LeNoble Book: My Life in Business Suits, Hospital Gowns, and High Heels Tom LeNoble: Every Storm Leaves Fertile Ground to Plant There is a question Tom LeNoble asks the people who come to him. He asks it after he tells them about the storm. Every storm, he says, leaves fertile ground to plant. The storms in our lives do the same. What are you going to plant? Tom is a confidential advisor to founders, executives, and nonprofit leaders, CEO of the Academy for Coaching Excellence, an award-winning bestselling author of My Life in Business Suits, Hospital Gowns, and High Heels, a professional speaker, and host of the podcast Opening Pathways. He names himself, above all, a philanthropist, and what he means is not a name on a building or a seat at a gala. He means a smile. A hello. Sitting with someone in need, without expectation of anything in return. This conversation walks backward through the chapters that made him: a one-bedroom Florida shack, a curious child his grandfather nicknamed Varmint, a corporate career from MCI to Facebook, a healing wheel of his own design, and three diagnoses that each gave him six months to live. He is 71, and retired from being retired to be inspired. Key Moments - Tom opens with the philanthropic mindset: the teaching that a smile, a hello, or sitting with someone in pain, offered without expectation of return, is a philanthropic gesture available to every one of us right now. - He unpacks the title of his book: the business suits, the hospital gowns, the high heels, and why who we are today is the sum of every part we have ever been, including the parts we kept private. - Katherine gathers his essence aloud, naming him fiercely curious, expressive, sensitive, courageous, and an artist. Tom receives it and says: everything she named is exactly what he uses to do his work. - The closing teaching: when you see someone who cannot reach the knot, hold their hand so they can reach it themselves. That, Tom says, is what the Haystack method is built on. Quotes to Remember "What the storm does, just like the storm from the sky, is creates fertile ground to plant. The storms in our lives create the same fertile ground. When I ask people, what are you going to plant?" "Your smile, a hello, sitting with someone that's in need or in pain is a philanthropic gesture. You don't have to have your name on a building, write a check or go to a gala." Reflection for Listeners What stays with me is the moment Tom described going back to work after receiving a diagnosis that would have stopped most people entirely. He drove to his car, spoke to the thing that had just entered his life, and then started the engine. There was no performance in the telling of it. It was just the next thing he did. I have been thinking about what it means to choose to be alive in a moment so completely that the choosing itself becomes the act of service. Tom did not offer me a framework for that. He just showed me what it looks like from the inside. About the Host Katherine Dudtschak is the founder of Sincerely, host of The Sincerely Show, and author of Sincerely, Katherine. She writes and speaks about leadership, service, and interior life. Disclaimer This conversation is for reflection and perspective only and should not be relied on as therapy or professional advice. Please seek qualified support where needed before making any decisions based on the information you learn through this conversation. This content is also subject to our full Terms and Conditions, which you can review on our website at sincerelyinc.com.

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  Episode #12

  Jem Fuller: He spent over a year repeating "I am enough" before he believed it, and that repetition became the foundation of everything.

  Jul 30, 20261h 30mS1

  Connect with Katherine Dudtschak Website: Sincerely Inc. LinkedIn: Katherine Dudtschak Instagram: @kdudtschak Connect with Jem Fuller LinkedIn: Jem Fuller Website: Jem Fuller Book: Jem Fuller Jem Fuller: He spent over a year repeating "I am enough" before he believed it, and that repetition became the foundation of everything. It begins in a pitch-black sweat lodge, ten men naked in the dirt, heat pressing from every direction. Somewhere in that dark, Jem leaves his body and flies as a five-year-old, light and laughing. When his guide draws him back, Jem crawls out into moonlight and cold water, while others name themselves Standing Bear and Flying Eagle with solemnity, he jumps out of the lake and announces: I am Naked Wet Boy. That night, a dream arrives: a serpent living in his core, one he cannot expel. He wakes knowing what it is. Jem Fuller is a coherence architect, founder of the Center of Love, award-winning author, and retreat facilitator across the Himalayas, Bali, and Australia. He found this work at 41, after life as a punk squatter in London, a fire dancer earning his way through India, a corporate executive flying business class and losing his way, and walking out of a marriage with a hundred thousand dollars of debt and two small boys, starting again. This conversation moves through the collapses that made him: a father who lost control when Jem was six; a best friend gone five days after his eighteenth birthday; his youngest brother's death four months after his father died. Then the sweat lodge. Then the dream. Then the daily repetition of a belief he did not yet hold until it became true. Key Moments The night Jem's father lost control, threw him around the room, then calmed and sat with him until Jem loved him again despite himself. He didn't know for decades that this was the moment the belief "I am not enough" took root. The sweat lodge: pitch black, ten naked men in the dirt, Jem flying as a five-year-old. His guide waiting until the others had gone before placing a hand on his shoulder. The dream that followed: a serpent coiled in his core that slithered back each time he pulled it out, finally expelled when faceless brothers appeared and helped. Twelve months of daily repetition: "I am enough, I am good enough just the way I am," said without believing it, until the neurology shifted and he did. His son Noah, now twenty, telling him after someone questioned his chivalry: "My woman is a strong woman. I'm opening the door for her because I want to show her that I love her." Quotes to Remember "When I woke up that morning, straight away, I sat up right in bed and I immediately knew, wow, that serpent was the belief that I've been growing inside of me since I was six years old, that I am not enough. And it's time for that belief to be out." "I know that I'm here as a vessel or a conduit for love. Essentially, that's the purpose is to channel universal, infinite, clear, clean, unconditional love and channel that through me." Reflection for Listeners I have sat with many people somewhere in the middle of a collapse they cannot yet name. What strikes me about his story is not the dramatic moments but the quiet daily work that followed: the repetition of a belief he did not yet hold, spoken into the dark until it became true. There is no arrival, only the choosing to say it again. That feels worth sitting with. About the Host Katherine Dudtschak is the founder of Sincerely, host of The Sincerely Show, and author of Sincerely Katherine. She writes and speaks about leadership, service, and the interior life. Disclaimer This conversation is for reflection and perspective only and should not be relied on as therapy or professional advice. Please seek qualified support where needed before making any decisions based on the information you learn through this conversation. This content is also subject to our full Terms and Conditions, which you can review on our website at sincerelyinc.com.

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  Episode #11

  Debra Poneman: She made a promise to the universe at thirteen, and she has kept it for sixty-one years.

  Jul 23, 20261h 29mS1

  Connect with Katherine Dudtschak Website: Sincerely Inc. LinkedIn: Katherine Dudtschak Instagram: @katherinedudtschak Connect with Debra Poneman Website: Yes to Success LinkedIn: Debra Poneman Book: Debra Poneman on Facebook Debra Poneman: She made a promise to the universe at thirteen, and she has kept it for sixty-one years. On a playground in Skokie, Illinois, a thirteen-year-old girl watched two girls invite an outsider into their club and then cruelly rescind the invitation. In that moment, Debra Poneman saw one person's pain radiating to the furthest ends of the universe, boomeranging back into the very people who caused it. She made a silent promise that day: she would never consciously do anything that hurt another person. That promise became the through-line of everything she has since built. Debra is the founder of Yes to Success, launched in 1980, which grew within three years to twelve major U.S. cities and nine countries on four continents, without the internet, without fax machines, on phones attached to walls. She has spent decades teaching meditation through the Art of Living Foundation and her AWAKE Method, reaching hundreds of thousands of people. When Katherine asks what matters most in her life right now, she answers without hesitation: being a good friend and a good mother. This conversation moves through the formation of a philosophy, the moment in 1980 when Debra woke up knowing what she would do for the rest of her life, and a near-death experience in 2014 in which she watched words pull her back from death. The invitation here is to slow down enough to notice who is standing in front of you. Key Moments - The picnic bench at East Prairie School: two girls invite an outsider into the club, then laugh and rescind it. Thirteen-year-old Debra watches the girl's pain ripple through a matrix she can see, and boomerang back into the girls who caused it. - The 1980 Learning Annex seminar she almost did not attend, where a man talked about vibrational beings two decades before The Secret, and Debra woke the next morning knowing she would spend her life teaching exactly that. - The 2014 hospital room where Debra flatlined more than once. A nurse said, "She's going to be fine," and Debra watched those words enter her body as sparkling light, pulling her back. The doctor said, "We're losing her," and she watched those words arrive as grey-brown swamp, drawing her toward death. Quotes to Remember "The person standing in front of you at any given moment is always the most important person in the world at that time." "Thou shalt decree a thing, and it shall be added unto thee. She said she's gonna be fine. It started pulling me back to life." Reflection for Listeners I have been sitting with this conversation since the moment it ended. What Debra gave me was not a framework or a method. It was a reminder that the way we speak, the way we listen, the way we look at the person standing right in front of us, is not a small thing. It is the whole thing. She has spent sixty-one years keeping a promise she made on a playground. That kind of consistency is its own kind of grace. About the Host Katherine Dudtschak is the founder of Sincerely, host of The Sincerely Show, and author of Sincerely Catherine. She writes and speaks about leadership, service, and the interior life. Disclaimer This conversation is for reflection and perspective only and should not be relied on as therapy or professional advice. Please seek qualified support where needed before making any decisions based on the information you learn through this conversation. This content is also subject to our full Terms and Conditions, which you can review on our website at sincerelyinc.com.

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  Episode #10

  Helene Banner: She Wore Protective Clothing for 15 Years. Then She Took It Off.

  Jul 16, 20261h 28mS1

  Connect with Katherine Dudtschak Website: Sincerely Inc. LinkedIn: Katherine Dudtschak Instagram: Katherine Dudtschak Book: Sincerely, Katherine Connect with Helene Banner LinkedIn: Helene Banner Instagram: Helene Banner Helene Banner: She Wore Protective Clothing for 15 Years. Then She Took It Off Episode Description Katherine Dudtschak sits down with Helene Banner, international keynote speaker on authentic leadership and founder of Let's Just Be Imperfect Ladies. Helene spent nearly 20 years inside the European institutions, becoming spokeswoman for the Commission in three languages at 29, Head of Communication for the EU Representation in Berlin at 30, and German speechwriter for Commission President Jean-Claude Juncker in 2019. She was also, through all of it, wearing what she now calls protective clothing: heavy suits, a controlled persona, and a version of herself the institution required her to be. In 2017, she went on sick leave with burnout and did not return for eight months. What she found in that time was not a path back but a path forward: to women's leadership, to authentic communication, and eventually to the conviction that kindness is not softness but the most urgent form of leadership available to us right now. This conversation covers her East German childhood, the parents who marched for freedoms they were not yet allowed to have, the burnout that stripped away the performance, the TEDx speech she was not selected to give and recorded herself anyway, and what it means to walk through the Brandenburg Gate every day knowing that walls can come up again. Key Moments Helene's East German childhood: parents who marched for freedoms they did not yet have, and what a six-year-old girl absorbed before she had words for it The letter confirming her EU career appointment for life and the grey corridor she suddenly saw stretching to retirement: the achievement that felt like a trap Arriving at her desk in January 2017 feeling nothing, packing her documents with the quiet instinct she might not be back for a while, and being right What happened during eight months of sick leave: online seminars by women entrepreneurs, and a journal entry where she wrote "female entrepreneur" as if falling in love with a phrase The TEDx speech she was not selected to give, the Berlin TV studio she booked herself, and the decision to stop waiting to be chosen Walking through the Brandenburg Gate every day and feeling its fragility: walls can come up again, and she refuses to take that for granted Quotes to Remember "Every time I walk through the Brandenburg Gate, I get shivers. Walls can come up again. We cannot take this for granted." "Kindness is not softness. It is the most radical and necessary form of leadership available to us right now." Reflection for Listeners Helene spent nearly two decades defending the freedoms her parents had marched for, inside the institution built to protect them, while slowly losing the freedom to be herself. What struck me in this conversation is how long it is possible to perform within a system you genuinely believe in, and how much it costs. Her burnout was not a failure. It was her body refusing to continue paying that price. The invitation she leaves is for all of us: what are you still wearing that was never really yours? About the Host Katherine Dudtschak is the founder of Sincerely and author of Sincerely, Katherine. Through conversations, writing, and storytelling, she explores what it means to live and lead as whole human beings in a complex world. Disclaimer This conversation is for reflection and perspective only and should not be relied on as therapy or professional advice. Please seek qualified support where needed. This content is subject to our full Terms and Conditions, available on our website.

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