My Favorite Mistake: Learning Without Blame in Business and Leadership

Mark Graban Podcasts
  • 4.9 (42)
  • Management
  • Updated Semiweekly

My Favorite Mistake is a podcast about learning without blame in business and leadership. Despite the name, it’s not just my favorite mistake—it’s yours, it’s ours, and it’s what we can all learn from when things don’t go as planned. Hosted by author and consultant Mark Graban, each episode features honest conversations with leaders, executives, entrepreneurs, and changemakers about a meaningful mistake they made—and what they learned after things went wrong. How they responded. How they improved. How they grew as leaders. This isn’t a show about failure theater, gotcha moments, or simplistic “lessons learned.” It’s about how real people reflect, improve, and lead better in complex organizations—without scapegoating, shame, or hindsight bias. What You’ll Hear • Leadership and management mistakes that reshaped careers, teams, and organizations • How teams and leaders learn without blaming individuals • Insights about culture, systems, decision-making, and psychological safety • Practical lessons drawn from real experience, not abstract theory Guests come from business, healthcare, technology, sports, entertainment, government, and academia, sharing stories that reveal how learning actually happens. The Perspective Mark brings a systems-thinking lens grounded in Lean management, continuous improvement, and psychological safety. The focus is less on who messed up and more on what the system taught us. Who This Podcast Is For • Leaders and managers who want to learn from mistakes without blame • Executives working to build healthier, more resilient cultures • Professionals who believe improvement starts with reflection, not punishment My Favorite Mistake: Learning Without Blame in Business and Leadership

  1. The Lawyer Mistake That Nearly Killed a Deal: CEO Mike Grossman

    2d ago

    The Lawyer Mistake That Nearly Killed a Deal: CEO Mike Grossman

    To save a few thousand dollars in legal fees, six-time Silicon Valley CEO Mike Grossman decided to act as his own lawyer on a routine distribution contract. Years later, when Dun & Bradstreet moved to acquire his company, he reread that contract and realized a single ambiguous sentence could be read to block any sale without his competitor's permission. His board told him not to worry. His mentor, Bill Campbell -- the "trillion-dollar coach" -- told him the board was wrong and that he had to fix it fast. Episode page with video, links, and more  That story is Mike's favorite mistake, and it opens a candid conversation about what running a startup actually feels like when the cameras are off. Mike is the author of the new book Failure Is an Option: Reflections of a Silicon Valley CEO, and he doesn't filter out the hard parts. We get into why the most common layoff mistake is cutting too little rather than too much, how staged cuts become a "death by a thousand cuts" that erodes a leader's credibility, and why luck and timing often matter more than the Silicon Valley meritocracy myth admits. Mike also makes a practical case for radical transparency -- about finances, lost deals, and failures -- as the way leaders earn the trust they'll need when things get hard. If you lead a team and want an honest look at decision-making, psychological safety, and learning from mistakes, this one's for you.

    43 min
  2. Why Speaking Up Backfired Early in Her Career -- with Kate Lowry

    Jun 1

    Why Speaking Up Backfired Early in Her Career -- with Kate Lowry

    Kate Lowry was fresh out of college and working at McKinsey when she saw a colleague do something she believed was seriously wrong -- something that could constitute blackmail, with another employee's ability to stay in the country hanging in the balance. Her instinct was immediate and absolute: this is wrong, and I'm going to tell everyone. She reported it and criticized the person sharply in reviews. Episode page for video, links, and more It backfired. She got marked down for not being a "team player" and carried that mark on her record for the rest of her time at the firm. The lesson Kate draws isn't that she should have stayed silent. It's that good intentions and zeal are not the same as effective action. The best ways to help people, she found, are often more sophisticated -- and when you're up against sophisticated actors who hold power over you, you need to bring equal sophistication. Kate is a CEO coach, venture capitalist, and author of Unbreakable: How to Thrive Under Fear-Based Leaders. In this episode, she and host Mark Graban get into the difference between high standards and fear-based leadership, why psychological safety is about mutual trust rather than comfort, and how the quiet, "West Coast nice" version of fear-based leadership is harder to spot than the cartoonish yelling kind. Kate also explains her concept of reading a leader's "emotional age" to predict their behavior, and offers practical tactics for anyone stuck under a leader who rules through fear.

    43 min
  3. A 40-Page Business Plan Is Not a Strategy -- Eric Ries on His First Startup, Incorruptible, and What "Best Practices" Get Wrong

    May 26

    A 40-Page Business Plan Is Not a Strategy -- Eric Ries on His First Startup, Incorruptible, and What "Best Practices" Get Wrong

    Eric Ries had a 40-page business plan. An Excel model so complicated it would crash Excel. A team of elite students, real investors, and a working product. What he didn't have was a strategy -- and he didn't realize it until after the startup collapsed. Episode page with video, links, and more The moment of clarity came in a Boston job interview. A panel of consultants asked what he'd learned. He gave them practical tips. They told him that wasn't strategy. Sitting there, he realized he didn't actually know what the word meant. That category error -- mistaking a polished plan for a strategy -- is the mistake that eventually became The Lean Startup. In this episode, Eric traces the line from that dorm-room failure to his new book, Incorruptible: Why Good Companies Go Bad and How Great Companies Stay Great. He argues that many of the so-called best practices founders are trained to follow aren't pillars of capitalism at all -- they're modern inventions with a poor track record. We get into the Whole Foods unraveling and why John Mackey couldn't simply cut prices, the prehistory of Costco through Sol Price's fiduciary duty to the customer, and what Jim Sinegal built into Costco's governance that has held for four CEOs and forty years. We also look at Novo Nordisk's industrial foundation structure -- a hundred-year-old design that makes companies six times more likely to survive fifty years -- and why most founders have never heard of it. A conversation about strategy, structure, and the quiet ways good companies go bad.

    48 min
  4. Getting Too Close to What You Love: Joe Hennes (Tough Pigs) on Working at Sesame Workshop

    May 18

    Getting Too Close to What You Love: Joe Hennes (Tough Pigs) on Working at Sesame Workshop

    Joe Hennes runs Tough Pigs, the premier Muppet fan site, and for years he also worked at Sesame Workshop -- the dream company he had been writing about since 2006. In this conversation, Joe is unusually candid about what it actually costs to merge fandom and profession. Episode page with video, links, and more: http://markgraban.com/mistake352 He explains why he kept his Sesame job quiet, what changed when he saw "how the sausage is made," and how being laid off from the place he had always wanted to be reshaped his relationship with the work. He also walks through how Tough Pigs broke the Steve Whitmire/Kermit performer story in 2017, why he resists the rah-rah instinct most fan sites default to, and why he thinks the new 50th anniversary Muppet Show special worked when so many recent reinventions did not. Along the way, Joe and Mark get into the marketing miscalculations behind Muppets Most Wanted, the case for more Muppet specials instead of full seasons, and the genuine joy you can see on a celebrity's face when they get to share a chair with Kermit. For leaders, it's a thoughtful look at the cost of fusing identity with employer -- and what it takes to keep enough distance from the things you love to think clearly about them.

    49 min
  5. Stop Chasing Results, Start Pursuing Peace of Mind - with Deborah Coviello

    May 11

    Stop Chasing Results, Start Pursuing Peace of Mind - with Deborah Coviello

    Deborah Coviello has spent her career walking into businesses with quality crises and operational pressure, and walking out with stronger leaders behind her. In this conversation with Mark Graban, she shares the favorite mistake that taught her one of her most lasting lessons. Episode page with links and more At a global leadership meeting, Deb presented her plan to turn around the worst-performing region in her company by leading differently rather than firefighting harder. Her peers loved it. Her boss told her she had spent too much time on her leadership style and not enough on tactics. She left the room deflated. Eighteen months later, her region had moved from fourth out of four to second - by focusing on her people's confidence, capability, and capacity instead of working them harder. The deeper mistake, she tells Mark, wasn't the presentation itself. It was skipping the change management step of running her new thinking past her boss first - and later, staying in a role longer than she should have because the title felt like security. The conversation also covers her lift-light-lead framework, why "you shouldn't have said that" is the wrong response to an employee speaking up, and the argument behind her new book: peace of mind is a leadership outcome worth more than the next quarter's results.

    41 min
  6. Going Gun-Shy as a New Leader: Jesse Jackson on "We Tried That, It Didn't Work"

    May 4

    Going Gun-Shy as a New Leader: Jesse Jackson on "We Tried That, It Didn't Work"

    Jesse Jackson, contact center leader and host of Set Lusting Bruce, joins Mark Graban to share his favorite mistake: going gun-shy as a new leader when veterans push back with "we tried that, it didn't work." Jesse explains why that deference cost him his best ideas, and how a Harry Chapin story about "two kinds of tired" reshaped the way he leads. Episode page with video, links, and more We get into the real cost of staying quiet when you're new, the difference between listening to your team and being silenced by them, and the Aaron Sorkin line about surrounding yourself with smart people who disagree with you. Jesse also shares a cautionary tale about volunteering for a role he wasn't ready for, and what he changed about how he chooses opportunities now. The conversation moves into what psychological safety actually looks like day to day - treating new ideas as honest experiments rather than ego defense, and making sure team members feel heard even when their advice isn't taken. We close with a stretch of podcasting craft (forgetting to hit record, scheduling buffers, the value of embracing tangents) plus tangents of our own on Bruce Springsteen, the misunderstood patriotism of "Born in the U.S.A.," and Spinal Tap. If you've ever walked into a new role with ideas and quietly let them die in the face of "that won't work here," this episode will give you a sharper way to think about when to push and when to listen.

    49 min
  7. Processing Failure Without the Funk -- Dr. Melisa Buie

    Apr 27

    Processing Failure Without the Funk -- Dr. Melisa Buie

    Dr. Melisa Buie is an operational excellence leader and co-author of Faceplant: FREE Yourself from Failure's Funk. She has a PhD in nuclear engineering from the University of Michigan, taught graduate engineering courses at San Jose State University, and has worked at semiconductor and photonics companies including Lam Research, Coherent, and Applied Materials. She is also the author of Problem Solving for New Engineers. Episode page with links, video, and more Melisa's favorite mistake is one she didn't recognize until ten years after the fact. After publishing her first book while juggling a full-time job, teaching, and raising her son as a single parent, she was exhausted -- so she did nothing to market or promote it. She told herself she had earned the rest. What she actually did, she now sees, was choose invisibility. The lesson wasn't that rest is bad. It was that she had mis-timed it, treating rest as the finish line instead of part of the cycle. In this conversation, Mark and Melisa get into why platitudes like "fail fast" and "fail forward" tend to fall flat, why pre-mortems can prevent faceplants that postmortems can't, and the four autopilot reactions Melisa calls the Conspirators -- the machine, the magician, the statue, and the satellite. They also explore how separating the facts of a failure from the story we tell ourselves about it is often the difference between getting stuck and getting free, what happens when organizations inadvertently create cultures where failure isn't safe, and how AI can be a thinking partner in problem solving rather than a replacement.

    45 min
  8. Why Chasing Growth Over Profit Cost This Founder $800K -- with Joel Steele

    Apr 20

    Why Chasing Growth Over Profit Cost This Founder $800K -- with Joel Steele

    At 24 years old, Joel Steele was buried in what would be roughly $800,000 of debt in today's dollars - the wreckage of a healthy fast food restaurant chain he had poured himself into since college. He had three locations, media coverage, and a fourth lease in his hand. What he didn't have was a team, a mentor, or a profit. Episode page with links, video, and more In this conversation with Mark Graban on My Favorite Mistake, Joel takes apart what actually went wrong. It wasn't the concept - healthy fast food was ahead of its time. It was that he had set the wrong metric. He was measuring growth instead of profitability. He was doing every job himself. And when warning signs appeared (literally, as sewage backing up four feet high in the middle of a lunch rush), he kept going. Joel shares the moment he finally took off the blinders, the catatonic stretch that followed, and how he rebuilt - first into a successful financial services firm, and now as the author of Life Switch: How to Experience the Power of Living On. He explains what it means to live "on" versus "off," why he designed a $1 million charitable commitment into the book itself, and what he tells high achievers - including pro athletes - who are trying to figure out what comes next. A thoughtful conversation about founder blinders, the trap of confusing growth with success, and the psychology of coming back after a public failure.

    39 min
See All (401)

Trailer

Shows with Subscription Benefits

EARLY ACCESS - LEAN BLOG

Listen to episodes before public release

$2.99/mo or $24.99/yr after trial

View Subscription FAQs

4.9
out of 5
42 Ratings

About

My Favorite Mistake is a podcast about learning without blame in business and leadership. Despite the name, it’s not just my favorite mistake—it’s yours, it’s ours, and it’s what we can all learn from when things don’t go as planned. Hosted by author and consultant Mark Graban, each episode features honest conversations with leaders, executives, entrepreneurs, and changemakers about a meaningful mistake they made—and what they learned after things went wrong. How they responded. How they improved. How they grew as leaders. This isn’t a show about failure theater, gotcha moments, or simplistic “lessons learned.” It’s about how real people reflect, improve, and lead better in complex organizations—without scapegoating, shame, or hindsight bias. What You’ll Hear • Leadership and management mistakes that reshaped careers, teams, and organizations • How teams and leaders learn without blaming individuals • Insights about culture, systems, decision-making, and psychological safety • Practical lessons drawn from real experience, not abstract theory Guests come from business, healthcare, technology, sports, entertainment, government, and academia, sharing stories that reveal how learning actually happens. The Perspective Mark brings a systems-thinking lens grounded in Lean management, continuous improvement, and psychological safety. The focus is less on who messed up and more on what the system taught us. Who This Podcast Is For • Leaders and managers who want to learn from mistakes without blame • Executives working to build healthier, more resilient cultures • Professionals who believe improvement starts with reflection, not punishment My Favorite Mistake: Learning Without Blame in Business and Leadership

Information

More From Mark Graban Podcasts

You Might Also Like