PPP 475 | If Work Feels Like an Episode of The Office, This Is for You, with Don Kieffer and Nelson Repenning
People and Projects Podcast: Project Management Podcast
Release Date: 08/21/2025
People and Projects Podcast: Project Management Podcast
Summary In this episode, Andy talks with Dr. Andrew Wittman, former Marine, police officer, federal agent, and leadership coach, about his new book . If you lead projects and teams, you already know pressure is coming. The real question is what you do when it arrives. Andrew explains why the brain can work against you under stress, and how the questions you ask yourself shape the options you can see. You’ll learn the Two Minute Rule and how it can help you shift from “we can’t” thinking into problem-solving mode. Andy and Andrew also explore how filters and assumptions influence what...
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Summary In this episode, Andy talks with Olivia Montgomery, Associate Principal Analyst at Capterra and a PMP. They discuss how artificial intelligence is reshaping project management tools, skills, and expectations. Olivia brings a rare perspective, combining hands-on experience leading a PMO with years of research into how organizations evaluate, adopt, and struggle with project management software. Olivia and Andy explore why buying AI-powered tools is often easy, but realizing real value from them is much harder. Olivia explains the shift from buying software based on seat count to buying...
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Summary In this episode, Andy talks with Peter Cappelli and Ranya Nehmeh, co-authors of . In a world still grappling with virtual work, Peter and Ranya challenge us to take a fresh look at the workplace. Not just where we do work, but how that space shapes learning, culture, visibility, and performance. In this conversation, you’ll hear what gets lost when teams are always virtual, why hybrid work often underdelivers, and how proximity plays a surprising role in mentoring, innovation, and even career progression. Peter and Ranya explore how organizational culture shifts when people are...
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Summary In this episode, Andy talks with Lynn Smith, former NBC News, MSNBC, and CNN Headline News anchor, executive communication coach, and author of . Lynn is best known for helping Fortune 500 leaders turn pressure into presence, but her newest book takes an unexpected form: a children’s story about fear, resilience, and perseverance. That surprising choice is exactly what makes this conversation so relevant for leaders. Andy and Lynn explore why the same fears that stop CEOs are often the ones that show up in kids, how our inner critic or “Brain Bully” shapes behavior under...
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Summary In this episode, Andy talks with Barry Wolfe, author of . Barry is a seasoned HR executive and business leader who has built a reputation as one of the rare “HR guys who actually has a head for business.” In this frank and eye-opening conversation, Barry challenges many of the tools and ideas we’ve come to rely on in leadership and management. Andy and Barry discuss why frameworks like Maslow’s hierarchy may be doing more harm than good, how personality assessments can become limiting narratives, and why our obsession with “fit” often backfires. But this isn’t just a...
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Summary In this episode, Andy talks with Martin Dubin, psychologist, former CEO, executive coach, and author of . Marty brings a rare combination of clinical insight and real-world leadership experience to a topic that affects every project manager and frontline leader: the blindspots that quietly shape our behavior, decisions, and impact. Together, the discussion explores how motives often drive our actions without us realizing it, why strengths can become liabilities when overused, and how emotion acts as one of the most powerful and least discussed forces in leadership. Marty explains his...
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Summary In this episode, Andy talks with Joel Hilchey, speaker, facilitator, and author of . Joel brings humor, honesty, and a refreshing amount of grace to a topic many leaders quietly struggle with: becoming a boss without training, preparation, or a clear roadmap. Andy and Joel explore what it really means to be an “accidental boss” and why most bad bosses are not bad people. They unpack the four quadrants every leader must balance: tasks vs. people and short-term vs. long-term, and why focusing only on tasks can quietly erode trust and engagement. You’ll hear practical ideas for...
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Summary In this episode, Andy talks with comedian and corporate emcee Adam Christing, author of . If you have ever hesitated to use humor at work because you were unsure it would land, or worried it might backfire, this conversation offers both encouragement and a practical path forward. Adam shares how his early influences shaped his approach to humor and why he believes every human is also a “humor being.” You will hear why humor is more than chasing chuckles, including how it can build trust, improve learning, and strengthen relationships on teams. Adam introduces the concept of "laugh...
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Summary In this episode, Andy talks with Dr. Katie Best, leadership coach and author of . Drawing on years of coaching leaders across industries, Katie shares practical insights that help you tackle high-stakes leadership moments—especially when a coach isn't available. They explore Katie’s SOLVE framework for problem-solving under pressure, the danger of performative busyness, and how to make better decisions when trade-offs and uncertainty rule the day. You’ll also hear how to unlock authentic influence without manipulation, foster healthy debate on overly “nice” teams, and support...
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Summary In this episode, Andy talks with John Krewson, co-author of . John’s journey spans software development, acting, and even a stint with Saturday Night Live. He now leads Sketch Development, where he helps teams build products people actually want, faster and with more joy. In this conversation, John explains why project teams should behave more like creative troupes than traditional org charts. You’ll hear how laughter can be a feedback loop, why messy first drafts matter, and how simple tools like sticky notes, Elmo cards, and Lean Coffee can radically improve your team’s...
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Have you ever wrapped up your workday thinking, “I’ve been busy all day, but I’m not sure I actually made anything better”? If so, you’re not alone, and today’s guests are here to help you break that cycle.
In this episode, Andy talks with Don Kieffer and Nelson Repenning, co-authors of the new book There’s Got to Be a Better Way. Don is a former Harley-Davidson executive who led during some of the company’s most challenging years. Nelson is a professor at MIT Sloan who studies why well-intended management tools often fail in practice. Together, they’re helping leaders rethink how work actually gets done.
In the conversation, you’ll learn why so many teams get stuck in firefighting mode, and why that’s often not a people issue but a systems issue. You’ll hear how to spot the “firefighter-arsonist” pattern, why problem-solving starts with problem-finding, and what it means to “design for discovery.” We also talk about Agile, Lean, invisible handoffs, and even how these ideas apply to family life.
If you’re looking for insights on how to make your team’s work more effective, sustainable, and human-centered, this episode is for you!
Sound Bites
- “Most performance problems are not people problems. They're design problems.”
- “You get what you design for. And most work isn’t designed at all. It just kind of happens.”
- “Firefighting is not a character flaw. It’s a predictable output of a broken system.”
- “If you don’t make the work visible, you can’t improve it.”
- “When no one owns the handoff, it’s not really a handoff. It’s a drop.”
- “Success should be easy. That doesn’t mean the work isn’t hard, but the path to doing it well should be clear.”
- “Discovery isn’t luck. It’s a design choice.”
Chapters
- 00:00 Introduction
- 01:49 Start of Interview
- 01:59 The Origin Story: How Don and Nelson Collaborated
- 07:36 Challenges in Implementing Business Tools
- 13:19 Dynamic Work Design vs. Traditional Methods
- 25:16 A Lesson from the Factory Floor
- 26:53 Identifying and Solving Problems in Teams
- 31:23 The Importance of Connecting the Human Chain
- 35:46 Making Work Visible: Strategies and Tools
- 40:34 Applying Work Strategies at Home
- 42:46 End of Interview
- 43:12 Andy Comments After the Interview
- 47:35 Outtakes
Learn More
You can learn more about the book and their work at shiftgear.work/theres-got-to-be-a-better-way-book.
For more learning on this topic, check out:
- Episode 249 with Aaron Dignan about Brave New Work
- Episode 252 with Marcus Buckingham about Nine Lies About Work
- Episode 162 with Jonathan Raymond on culture and leadership mindset
Thank you for joining me for this episode of The People and Projects Podcast!
Talent Triangle: Business Acumen
Topics: Leadership, Project Management, System Design, Agile, Lean, Problem Solving, Collaboration, Organizational Effectiveness, Continuous Improvement, Work Design, Team Performance
The following music was used for this episode:
Music: Quantum Sparks Full Version by MusicLFiles
License (CC BY 4.0): https://filmmusic.io/standard-license
Music: Synthiemania by Frank Schroeter
License (CC BY 4.0): https://filmmusic.io/standard-license