Explore every episode of the podcast Stumbling Blocks: How Great Leaders Are Made
| Title | Pub. Date | Duration | |
|---|---|---|---|
| Sandra Sobieraj Westfall, fmr PEOPLE Mag DC Bureau Chief: The Price Of Saying "No" | 13 oct. 2026 | 00:43:14 | |
In 2016, a former PEOPLE reporter named Natasha Stoynoff said Donald Trump attacked her during an interview at Mar-a-Lago. Sandra Sobieraj Westfall, the Washington Bureau Chief for PEOPLE Magazine, made a business and editorial decision: She would stand by her friend and colleague. The magazine would cover the President's policies, but it would not cover his family the way it had covered every other First Family. This is the story of that decision... and what happened next. Content note: This episode quotes President Trump's Access Hollywood remarks about women and discusses sexual assault and may not be suitable for children. President Trump has denied Natasha Stoynoff's account. In this episode:
This episode is for leaders facing a values decision with risks associated, and for anyone who has been laid off and wondered what comes next. Top 3 things I learned:
Best experienced on YouTube, because Sandra shares hundreds of behind-the-scenes photos: http://www.youtube.com/@StumblingBlocksPodcast Resources mentioned:
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| Tim Creasey, Chief Innovation Officer, Prosci: How To Lead Change | 02 oct. 2026 | 00:37:53 | |
Tim Creasey: Chief Innovation Officer, Prosci: How to Lead Change Tim is Chief Innovation Officer at Prosci, the research firm behind the ADKAR Model, one of the most widely used change management frameworks in the world. We talk about why change is so hard for humans, why employees resist even the changes they asked for, and what leaders have to do differently to get people to adopt AI. Tim also walks through the ABCs of sponsorship. Since Prosci's very first study, active and visible sponsorship has been the top contributor to change success, and Tim says it often separates the projects that succeed from the ones that fail by a three-to-one or four-to-one margin. He explains why executives can't delegate AI adoption, why AI is a new operating system rather than another tool, and why you should repeat your core message five to seven times without apologizing for it. In this episode:
For CEOs, CHROs, transformation leaders, HR leaders, and change practitioners leading digital transformation or an AI rollout. Top things I learned:
Resources mentioned:
Chapters: Follow Stumbling Blocks and leave a review so other leaders can find the show. #ChangeManagement #Leadership #Transformation #Change # | |||
| Scott Stanzel, Chief Communications Officer, Truist: 9/11 at the White House | 11 sept. 2026 | 01:24:07 | |
On 9/11/2001, Scott Stanzel was 28 years old, working his dream job at the White House when Secret Service agents came running down the halls, throwing open doors and shouting at everyone to get out. They had two minutes.
02:36 9:37 a.m. and the phone call about the Pentagon 04:30 Smoke rising over the Old Executive Office Building 08:59 "There's another plane. You have two minutes." 09:53 "Take off your shoes and run" 11:08 The West Exec gates thrown open 11:58 How a 28-year-old landed a White House job 13:18 The crystal clear blue morning 15:30 Calling mom, who was out running errands 17:33 The cell network fails, and Washington switches to BlackBerrys 18:53 Anita and Tim McBride clear a floor for the White House 19:43 10:03 a.m., Shanksville, and the plane that was coming for them 22:11 What the passengers on United 93 pieced together 26:46 What the day was supposed to be: No Child Left Behind 29:20 8:46 a.m., the first plane, and "did the pilot have a heart attack?" 32:16 From national tragedy to act of war 33:27 The car bomb that never happened 37:03 President Bush at Barksdale Air Force Base 38:22 Staff sent home before dark 40:01 The pager, and why Scott went back 42:43 "It honestly felt like we had entered into some dystopian world" 44:56 The president returns, and Ari Fleischer pre-briefs the pool 52:06 Twenty-five years later, what is America's role? 1:00:55 Alone on the phones until five in the morning 1:05:41 "I wanted to make sure that I was worthy of that moment" 1:07:25 Shanksville, September 11, 2002 1:13:31 What he tells his daughters 1:17:55 What he wants all of us to know 1:19:46 One tangible thing you can do to honor the day 1:21:57 To kids who feel dispirited by politics | |||
| Jim Olson, Chief Communications Officer: How to Turn your Setback Story into your Comeback Legacy | 30 juil. 2026 | 00:48:47 | |
Most crisis experts have never actually sat in the room when everything fell apart. Jim Olson has. He was head of communications at US Airways when Flight 1549 landed on the Hudson. He was at Starbucks when its flagship store in Jakarta was bombed. And he was at United Airlines the night Dr. David Dao was dragged off a plane and it became one of the first viral crises in business history. Then the crisis came for him. In 2024 Jim was diagnosed with stage 4 melanoma that had spread to his lung and his brain. During treatment he lost his eyesight. He is now legally blind. And he wrote a book about all of it called Tailwind. We talk about the 2am back pain that had no medical explanation and ended up saving his life. The "do hard things" tattoo he got a month before he went blind. And why he now prays in gratitude for the healing that's already happening instead of begging for the healing he wants. If you're carrying something heavy right now, this one is for you. In this episode: 00:00 The monster storm none of us escapes Get Jim's book, Tailwind: https://www.amazon.com/Tailwind-Compass-Turning-Setback-Comeback/dp/B0GXCCZ1QY Hear the Oscar Munoz episode referenced throughout: https://podcasts.apple.com/us/podcast/oscar-munoz-ceo-united-airlines-why-its-never-too-late/id1849573843?i=1000744337146
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| Kelli Arena, CEO, Nat'l Cryptologic Foundation: How I Went From CNN to CEO | 29 juin 2026 | 00:57:15 | |
Kelli Arena spent her career at CNN telling the public what powerful people would rather keep quiet. She covered the Justice Department, won an Emmy, and reported the Moussaoui trial, the only 9/11 case tried in an American civilian courtroom. After Kelli left journalism, she went into another form of public service, serving as Chief of Communications for the National Security Agency, spending eight years helping the Agency find its voice. Kelli has remade herself across four worlds: journalism, academia, government, and now the nonprofit sector, where she just became President and CEO of the National Cryptologic Foundation. A few things she gets into, worth your time even if you never press play: She took six months of maternity leave, three separate times, as an on-air correspondent. Everyone said it would end her career. It didn't. Younger women in the newsroom started thanking her, because she'd quietly given them permission. She earned back America's trust at the NSA the boring way: Through Consistency. Relationships. A rule that every reporter got a callback within 30 minutes, even when the answer was "no comment." And her advice for anyone starting over: "Listen more than you speak. Every single time I have listened to others before making a decision, it has been a better decision." 0:01:33 Meet Kelli Arena 0:02:52 A new chapter: President and CEO of the National Cryptologic Foundation 0:03:25 What cryptology is, and 500,000 open cyber jobs 0:05:30 AI's impact “can't be overstated” 0:07:30 Who gets displaced, and how we reskill them 0:08:40 Getting cyber smart as citizens 0:10:05 Becoming CNN's justice correspondent, then 9/11 0:12:05 Six months of leave, and the warnings that proved false 0:15:00 A day in the life: news as the ultimate team sport 0:18:10 Inside the Moussaoui trial 0:21:45 “I am Al Qaeda”: chaos in the courtroom 0:23:35 Why the jury chose life over death 0:25:16 Laid off: the 2009 budget cuts 0:27:25 Reinvention: teaching journalists to hold power accountable 0:30:15 The women who risked everything just to drive 0:32:50 Advice to young reporters in a hostile climate 0:35:20 A story Jonathan had never told on air 0:38:05 Inside the NSA: secrecy meets a journalist 0:42:00 Taking “no such agency” public 0:43:45 Re-earning America's trust after Snowden 0:48:00 Knowing when it's time to leave 0:49:30 What she's most proud of 0:51:30 Myron Kandel and the bag of work clothes 0:55:10 The reinvention lesson: listen more than you speak New here? Follow Stumbling Blocks so you don't miss what's next. A quick review is the best way to help other leaders find the show. | |||
| Shalene Gupta, Editor, Fast Company: The Manager's AI Survival Guide | 29 mai 2026 | 00:18:02 | |
Shalene Gupta, staff editor for Fast Company's Work Life and Leadership section, interviewed 35 middle managers at some of the biggest companies in the world for her piece "The Middle Manager's AI Survival Guide." What she found is that the contradictory headlines about AI at work aren't actually contradictory. There are two different worlds, and which one you're working in makes a world of difference. One idea sits under all of it, and it matches what I find in my own work. People will walk through almost any change, AI included, when they trust that their leader has their back. In this episode: 0:00:00 The question every manager is asking 0:01:20 The one-line takeaway from the AI Survival Guide 0:02:30 Two universes: the AI race vs. where most of us work 0:04:53 Ethan at Meta: "If you think they'll replace you, they probably will" 0:06:07 The math: a person vs. $200 to $500 a month in tokens 0:07:36 ClickUp's "100x more productive" memo 0:08:40 Are we weighing the human cost? (Dimon at Davos) 0:09:49 What it feels like to be a middle manager today 0:11:48 What the excited managers had in common (and a Georgia-Pacific surprise) 0:14:10 Advice for leaders taking teams through AI 0:16:26 Advice for the rest of us 0:17:07 My takeaway, and a look at next week Links:
The Power of Trust, by Sandra Sucher and Shalene Gupta: https://amzn.to/4xdcxUK The Cycle, by Shalene Gupta: https://www.amazon.com/Cycle-Confronting-Pain-Periods-PMDD/dp/1250882893 Shalene Gupta: https://shalenegupta.com
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| Dana Perino, White House Press Sec. & Bestselling Author: "Purple State" & Crossing Party Lines | 06 mai 2026 | 00:25:53 | |
Dana Perino's new book is called Purple State. It's a political romance novel set in a gerrymandered Wisconsin district, about three young women who discover that love and friendship don't stop at party lines. Coming from the 26th White House Press Secretary and co-host of The Five on Fox News (the most-watched show on cable news!), it's a book worth paying attention to. Especially as we find ourselves more divided than any time in recent history. Dana talks about the personal story behind the book: The time a dear friend said, "Do not pass up the chance to be loved." She almost didn't listen. Purple State is out now. Pick it up today here:* https://amzn.to/4tRzGcZ CHAPTER MARKERS 0:00:00 Welcome to the Treehouse Studio 0:01:13 The 2007 Phone Call 0:02:35 Life After the White House 0:04:58 Purple State: The Book 0:06:59 Why I Wrote a Novel 0:10:42 Wearing Your Politics Lightly 0:12:57 The Oval Office and the Forgiveness Lesson 0:15:52 68% of Young People Won't Date Across Party Lines 0:17:29 Do Not Pass Up the Chance to Be Loved 0:19:00 Peter, the Proposal, and the Open-Ended Ticket 0:20:05 Dinner With the Queen's Staff 0:21:46 There Is Freedom in Being Disciplined 0:23:41 Closing Thoughts on Purple State 0:24:49 Outro Dana Perino, Purple State, leadership, Fox News, The Five, White House Press Secretary, forgiveness, discipline, political fiction, women in leadership, Minute Mentoring, President Bush, Jonathan Block, Stumbling Blocks, career resilience, love, faith | |||
| Sue Gordon, Deputy Director of US Intelligence: What America Needs From Its Leaders | 22 avr. 2026 | 01:36:54 | |
Sue Gordon once oversaw 100,000 women and men of the U.S. intelligence community as Deputy Director of National Intelligence, the number two role in American spycraft. Since then, life has come at her hard. Both parents died. Her husband Jim, the love of her life for 43 years, died unexpectedly. She has faced two rounds with cancer, the second one far more deadly than the first. And she says she's the most blessed woman in the world.
This is Sue Gordon in full: the spy, the mom, the widow, the patient, the patriot. Unfiltered. Funny. Occasionally heartbreaking. Always worth your time. Find her podcast, Understandable Insights here: An Immense Journey If this episode is worthy of your time, please share it and leave a review. It's how we grow. | |||
| Outtakes: The President's Advice I Didn't Want | 22 avr. 2026 | 00:04:02 | |
A few times during my two-part interview with Judge and Rebecca Gonzales, they turned the tables on me. They listened. And they drew three stories out of me that I've rarely shared. The first is a story that never made it into the main episodes: the Oval Office advice I didn't want that... changed my life. The second is about what happens when your Quaker mother and your Jewish father sit down together at Hanukkah. The third is about what shaped my decision to work for Attorney General Gonzales as a political appointee. If you haven't heard Parts One and Two yet, start there. This bonus episode will mean more after you've heard their full story. Content warning: Like part 1, this episode touches on childhood trauma and may not be suitable for all listeners. If you'd like to support the show, please follow Stumbling Blocks on your favorite podcast app and leave a review. It's the best way to help other leaders like you. | |||
| Attorney General & Rebecca Gonzales, Pt 2: Leadership, Loss, and Love | 28 mars 2026 | 00:52:08 | |
Part 2 of this exclusive conversation with Attorney General Alberto Gonzales and his wife Rebecca. It is a conversation about love, political betrayal, faith, and what it means to keep going when the wilderness feels endless. Judge Gonzales describes the political firestorm that ended his time as the nation's top law enforcement officer. But strangers showed up in ways you won't expect. And President Bush wrote a handwritten note that says something every leader needs to hear. It's a political love story unlike any you've heard before. If you missed Part 1, start there first: https://podcasts.apple.com/us/podcast/exclusive-attorney-general-alberto-gonzales-becky-gonzales/id1849573843?i=1000757588087 Next episode: Sue Gordon, 30-year CIA veteran and former Deputy Director of National Intelligence. TAGS/KEYWORDS: leadership, resilience, Attorney General, Alberto Gonzales, George W. Bush, public service, marriage, faith, political crisis, Washington DC, wilderness, Belmont University, trust, Rebecca Gonzales | |||
| Outtakes: AG Gonzales on ICE ("unprecedented, dangerous") & Epstein ("A complete failure of DOJ") | 27 mars 2026 | 00:08:36 | |
Excerpts from Attorney General Gonzales and Rebecca Gonzales's interview with Stumbling Blocks on ICE Actions, Immigration, and the Epstein Files
Based on what I've observed… it seems like we're going through an unprecedented, dangerous time. I worry about what's going on in our country, and I think a lot of Americans are worried about it. The way that we're enforcing immigration today, to me, it sends a terrible message, not just to the American people. It sends a terrible message to people around the world, in terms of what America is today, as opposed to…talking about the value of immigrants and how much they've contributed and why we as a country are stronger and better because we have welcomed immigrants and they're part of the fabric of our society. I don't think that message is out there anymore, and I think that really does sadden me. I think that makes America weaker. I really do. And I think it emboldens our enemies. Hopefully the courts and hopefully Congress will take action and address it. ___________________________ I think this whole episode is embarrassing. I think it's an embarrassment to this Administration, to the Department of Justice, a complete failure of the Department to abide by the law. That's the role of the Department of Justice — to enforce the law. And here we have a Department that's not doing that. But what appears to be, in some cases, selective redactions and the selective release of documents, drip, drip, drip process, it sends a terrible message. And I think it's legitimate for the American people to wonder, “what are you hiding?” It hurts the image of America, I think, around the world. The way that this has been handled from the very beginning has been a disaster. For the American people, certainly for this Administration, and for the victims. | |||
| Attorney General & Rebecca Gonzales, Pt 1: 9/11, Leading The War On Terror, & Going Broke | 26 mars 2026 | 01:10:04 | |
EXCLUSIVE: This is a story two decades in the making. For the first time since leaving office 19 years ago, Attorney General Alberto Gonzales and his wife Rebecca Gonzales sat down together for an interview. In Part 1, the Attorney General and Rebecca speak candidly about ICE, immigration, and the Justice Department's handling of the Epstein files. They talk about Al's rise from a two-bedroom house in Humble, Texas to the Oval Office, why he chose to make protecting kids from online predators a federal priority even during the global war on terror, and what it was like for Rebecca to navigate 9/11 alone with their boys while Al was at the White House. Underneath the headlines is a story about faith and love and what happens when the President calls and your comfortable life disappears. Part 2 drops next week. CHAPTERS: 34:21 - Why he still prefers to be called "Judge" LINKS: Judge Gonzales' book, "True Faith and Allegiance: A Story of Service and Sacrifice in War and Peace": https://www.amazon.com/True-Faith-Allegiance-Service-Sacrifice/dp/071807887X Project Safe Childhood (U.S. Department of Justice): https://www.justice.gov/psc TAGS/KEYWORDS: leadership, Alberto Gonzales, attorney general, 9/11, Bush administration, immigration, faith, family, White House, Department of Justice, Project Safe Childhood, Epstein files, public service, resilience, Rebecca Gonzales | |||
| Conor Grennan, CEO, AI Mindset: Why AI is a Change Management Problem | 10 mars 2026 | 00:51:25 | |
Conor Grennan is CEO of AI Mindset and until recently, Chief AI Architect at NYU Stern School of Business. He's trained teams at Google, NASA, Microsoft, JP Morgan, and many more. But what's most interesting are the reinventions that brought Conor to AI: moving to Prague at 21 to avoid being ordinary, volunteering in a Nepali orphanage, going back when the children he cared for were re-trafficked, and writing a fantasy novel.
TIMESTAMPS: (04:33) Why honest reason Conor kept putting himself in interesting positions (06:23) Moving to Prague at 21 (07:49) Going to Nepal for a pickup line (09:46) Why he went back (12:49) Seeing a need and filling it (13:30) Meeting the Dalai Lama (15:29) How "The Art of Happiness" changed everything — and why he was happiest with nothing (18:57) Coming back to America and what he couldn't bring with him (21:28) How Nepal changed his parenting (23:48) Writing fiction: The Hadley Academy and the introvert revelation (27:51) How NYU Stern's Dean of Students role found him (31:59) Public speaking: why making a small mistake might be the key to winning the audience (37:46) The AI framework that flipped everything (43:24) AI is like electricity, not a light bulb (46:42) AI: just tell it (48:16) One tweet left: "You don't have to do what everybody else does" (50:07) Jonathan's outro — what Conor's story means for leaders navigating reinvention, and a preview of the Attorney General Gonzales episode
Conor's company — AI Mindset: https://www.ai-mindset.ai/ Conor's podcast — AI Applied (with Jaeden Schafer): https://podcasts.apple.com/us/podcast/ai-applied-covering-ai-news-interviews-and-tools/id1669799110
Conor's book — The Hadley Academy for the Improbably Gifted: https://a.co/d/05icO15V
Jonathan Block is a leadership development and change management advisor who has helped hundreds of Fortune 500 leaders navigate C-suite succession, AI adoption, M&A, and organizational transformation. He launched and led PricewaterhouseCoopers' Trust Leadership Institute, reaching 14,000 Fortune 500 executives over 3 years, and driving $2 billion in influenced wins for PwC. He recently founded Block Leadership Group and hosts this podcast to quench his insatiable curiosity about the moments that change great leaders. | |||
| Admiral Tim Ziemer, Chief, President's Malaria Initiative: How (and Why) I Saved 12 Million Lives | 19 févr. 2026 | 00:49:27 | |
In this episode, I welcome Rear Admiral Tim Ziemer, the former chief of the President’s Malaria Initiative (PMI) and former CEO of World Relief. He reflects on a life of disciplined service bookended by tragedy, from the 1968 attack in Vietnam that killed his father and left his mother with 18 grenade wounds, to the sudden loss of his wife of 54 years, Jodi. Chapters 03:40 – Understanding the scale of the world's deadliest disease. 08:31 – The "Decommissioning" of USAID 12:56 – The Drill Instructor’s "Black Book" 15:00 – A Childhood in a Leper Colony 19:19 – Processing the murder of his dad and the capture of his mom. 22:06 – A Note of Gratitude: The incredible moment on a medical transport plane. 26:52 – Returning to Vietnam 31:31 – "I Don’t Coordinate": Negotiating with the Bush White House for authority to get things done. 40:06 – "Go Save Lives": A direct briefing in the Oval Office 46:14 – Alone on Golden Pond: Navigating grief and finding purpose after the death of his wife. 47:31 – The Final Challenge: Design a life around faithfulness. Links:
https://archive.cdc.gov/www_cdc_gov/globalhealth/stories/2020/celebrating-15-years.html
https://pmc.ncbi.nlm.nih.gov/articles/PMC8176495/
https://magazine.wheaton.edu/stories/hope-in-the-healer
https://www.rogerejosephprize.org/2015
https://vacremationsociety.com/obituary/gene-joanne-jodi-ziemer/
https://medium.com/@PMIgov/rallying-the-world-to-defeat-malaria-4c2b63f231e2
https://www.nytimes.com/2014/10/21/science/a-quiet-approach-to-bringing-down-malaria.html PHOTO BY GREG KAHN FOR THE NEW YORK TIMES | |||
| Steve Scherer, Bureau Chief, Reuters Canada: From Interviewing the Prime Minister to Driving an Uber | 12 févr. 2026 | 00:46:27 | |
A conversation with former Reuters Canada Bureau Chief Steve Scherer on job displacement, the gig economy, and America’s identity crisis.
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| Brent Beshore, CEO, Permanent Equity: How Winning Made me Lose | 05 févr. 2026 | 01:09:27 | |
Brent Beshore made his first million at 28. Visited the White House. Got ranked 28th on the Inc. 500. Got everything he wanted. He talks about weighing 252 pounds while everything he ate tasted grey. About earning a million dollars but telling his wife he didn't love her. About being an ardent atheist who made fun of Christians before everything changed. This isn't your typical CEO interview. Brent breaks down why traditional private equity is broken, how his firm operates without debt or forced exits, and why treating people well isn't just nice—it actually delivers better returns. But the real lesson? "The lie is that money will make you someone else. The truth is that money only makes you more of what you already are." If you've ever felt like you're winning the wrong game, this conversation will hit hard. TIMESTAMPS: [01:27] What is Permanent Equity? [06:43] The two stakeholders traditional PE serves—and everyone it doesn't [08:04] The portfolio: 16 companies, $400M revenue, $50M free cash flow, zero debt [10:48] "We want to be a kind, generous, long-term owner" [20:24] 28 years old: First million, Inc. 500, White House advisor, and completely hollowed out [22:47] Climbing the wrong mountain [27:36] "I don't even know what love meant when we got married" [28:05] Why he never wanted kids (and why he wishes he had five more now) [29:32] "He who has the gold makes the rules" vs. "The meek shall inherit the earth" [32:23] "Do I own the things I create? No, of course not." [37:36] Living generously: Why they give away 25% before taxes [45:25] Good reasons to sell vs. bad reasons to sell [48:37] How long-term thinking changes everything—with investors, employees, and communities [50:55] The Main Street Summit: "You belong here. You're important. You matter." [53:38] Being known vs. being loved: The safeguard against blowing up your life [54:08] Addiction, affairs, and cutting corners: What happens when you're unknown [56:50] The "Brené Brown bullsh*t" review (his favorite) [58:06] The day everything changed: Dropping the performance and being authentic [1:03:49] We're all going to anonymity—so what really matters? [1:07:04] Advice for someone climbing the wrong mountain: You're not alone [1:09:09] "Study the greats—all the greats study Jesus" GUEST: Brent Beshore CEO, Permanent Equity Columbia, Missouri HOST: Jonathan Block Founder, Stumbling Blocks Podcast LINKS: If this conversation resonated, please pass it along. | |||
| Linda Rutherford, CAO, Southwest Airlines: How a Proxy Fight Led to Assigned Seating (Pt 2) | 29 janv. 2026 | 00:31:46 | |
In this episode, I sit down with Linda Rutherford, former Chief Administration Officer of Southwest Airlines for the second half of our conversation. The conversation explores the "Twin Elliotts"—the 2022 operational meltdown that stranded millions and cost the airline $1.2 billion; and the 2024 activist investor surge that forced a radical reinvention of the airline. From paying for a customer’s Craigslist car to the end of open seating, Linda discusses the high-stakes leadership required to maintain a company's heart while satisfying Wall Street's demands.
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| Linda Rutherford, CAO, Southwest Airlines: What Made Southwest So Successful? | 23 janv. 2026 | 00:46:21 | |
In this episode, Linda Rutherford, the former Chief Administration Officer at Southwest Airlines, shares insights into the secret sauce that makes Southwest the 'LUV airline.' She discusses the legacy left by the airline's founding CEO, Herb Kelleher, and president, Colleen Barrett, as well as her role as a growth catalyst for the airline. Linda also reflects on her early life, resilience, and the impact of generosity and vulnerability on her leadership style. The conversation covers the power of vulnerability in building workplace relationships, Linda's early career and transition to Southwest Airlines, her experience working with legends Herb Kelleher and Colleen Barrett, the importance of shaping company culture, CEO transitions, and crisis management, and the role of Linda in preserving the heart and soul of Southwest Airlines: its culture. Takeaways
Chapters
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| Oscar Munoz, CEO, United: How I Broke a 5 Year Union Stalemate and Why I Hired my Successor (Pt 2) | 15 janv. 2026 | 00:34:07 | |
When Oscar Munoz stepped in as CEO of United Airlines, he didn't head for the executive suite. He headed for a Houston hangar at 2:00 AM to jump on a picnic table and listen to 500 angry aircraft mechanics. In part two of this deep-dive conversation, Oscar reveals why he threw out the "business school rule book" to save an airline with a broken spirit. We discuss:
Oscar concludes with a challenge for every leader: the "Common Denominator" math equation that forces each of us to take a hard look in the mirror. | |||
| Oscar Munoz, CEO, United Airlines: Why It's Never too Late to do the Right Thing (Pt 1) | 08 janv. 2026 | 00:42:07 | |
The viral video that changed aviation—and the CEO who broke the rules to fix it. On April 9, 2017, United Airlines faced the world’s first truly global viral crisis when a passenger, Dr. David Dao, was forcibly dragged off a flight in Chicago. The internet exploded, calls for resignation mounted, and the airline’s initial response—calling the incident a "re-accommodation"—only poured gas on the fire. In this episode of Stumbling Blocks, I sit down with former United CEO Oscar Munoz to take you inside the war room during the company’s darkest hours. Oscar pulls back the curtain on the disaster, revealing:
Special Feature: This episode features real-time breaking news audio from 2017, immersing you in the crisis exactly as it unfolded. Note: This is Part 1 of a 2-part conversation.
Links:
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| Doug Conant, CEO, Campbell's: How I Transformed Campbell's Culture | 18 déc. 2025 | 00:36:07 | |
If your team is disengaged, cynical, or burnt out—Doug Conant has been there before. As CEO of Campbell's Soup, he inherited a culture that consultants called "Swamp Water." In this episode, the former CEO of Campbell’s Soup reveals the brutal reality of leadership. He opens up about being fired at 32 and going home to a "very large mortgage" with no plan. He talks about what it took to bounce back and become CEO 17 years later. We deconstruct his specific turnaround playbook:
Resources Mentioned:
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| Pete Proimos, CEO, AP Emissions: Why I Decided to Share my Diagnosis (Pt 2) | 12 déc. 2025 | 00:31:21 | |
Pete shares why he decided to tell the world his secret, what he did after finding what broke his heart, and what he'll do with the rest of his life after selling his company, AP Emissions Technology, to Berkshire Hathaway. | |||
| Pete Proimos, CEO, AP Emissions: Find the Thing that Breaks your Heart and Never Look Away (Pt 1) | 11 déc. 2025 | 00:27:42 | |
Pete shares his remarkable journey from being diagnosed with cystic fibrosis, to hiding the disease as a CEO, to selling to Warren Buffett, to finding what broke his heart and refusing to look away. He discusses his family's immigration story, the evolution of their business, the challenges he faced growing up with a chronic illness, and the time his mom threatened to break a social worker's legs.
Keywords Cystic Fibrosis, Family Business, Philanthropy, Health Journey, Immigrant Story, Personal Growth, Advocacy, Nonprofit, Adoption Support, Life Expectancy Takeaways, Adoption, Infertility, Lung Run, ABC News Raleigh NC, ABC News, Blooper | |||
| Sandra Sucher, Harvard Business School: How to Apologize | 04 déc. 2025 | 00:42:05 | |
In this conversation, Sandra Sucher, a professor at Harvard Business School and expert on trust, shares her unique journey from growing up in Detroit to teaching at Harvard. She discusses the importance of apologies in repairing trust, the nuances of moral leadership, and the challenges of navigating career paths. Takeaways
00:00 The Importance of Apologies in Business 14:27 Sandra's Journey: From Detroit to Harvard 18:58 Navigating Career Transitions 24:32 Moral Leadership and Missed Opportunities 33:52 Restoring Trust: Can It Be Regained? 38:31 Legacy and Impact: A Life Well Spent
Amazon.com: The Power of Trust: How Companies Build It, Lose It, Regain It: 9781541756670: Sucher, Sandra J., Gupta, Shalene: Books trust, apology, moral leadership, career challenges, Harvard, Sandra Sucher, business ethics, organizational behavior, personal growth, leadership lessons | |||
| Mark Farkas, Executive Producer, CSPAN: What I learned in the East Wing | 19 nov. 2025 | 00:27:30 | |
We’ve all seen the White House from the outside. But what's it really like on the inside? Especially the East Wing? Mark Farkas knows. As the producer of the first-ever HD documentary on the White House, he spent 9 months filming in rooms most people will never see. The "stumbling block" was navigating the immense security and hidden protocols of the most secure building on Earth. Mark gives us an unprecedented virtual tour, from the private movie theater to the official White House Chocolate Shop. He offers behind the scenes anecdotes of the First Lady and the President. This is the human side of the People's House. Listen for these "insider" stories:
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| Admiral Mark Harnitchek, Director of DoD Logistics: How I Solved the Puzzle of Pakistan | 14 nov. 2025 | 01:25:57 | |
What does it take to lead when the stumbling block is a Category 5 hurricane, a massive earthquake, or two global wars? Welcome to a masterclass in crisis leadership. Vice Admiral Mark Harnitchek (Retired) is one of the few people on Earth who truly knows. He served on nuclear-armed submarines, commanded the $46 billion Defense Logistics Agency, and was the military's "boots on the ground" leader for the US response to Hurricane Katrina, Hurricane Sandy, and the 2010 Haiti earthquake. In this gripping conversation, VADM Harnitchek gives Jonathan an unfiltered look at making impossible decisions under unimaginable pressure, and how to build a team that can handle anything. In this episode, you will learn:
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| Charles Green, CEO, Trusted Advisor | Creator, Trust Equation: Selfishness is the Ultimate Stumble | 30 oct. 2025 | 00:31:11 | |
What's the one thing that will destroy a team, a company, or a career faster than anything else? According to Charlie Green, creator of the Trust Equation, the answer is simple: self-orientation. It’s the single biggest "stumbling block" to effective leadership. In this episode, Charlie joins Jonathan to dismantle the idea that "if you can't measure it, you can't manage it." He makes a powerful case for why our ego is the enemy of trust, and how a relentless focus on the "human" side of business is the only real path to success. In this episode, you will learn:
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