PPP 467 | This Is What No One Tells You About Becoming a Boss, with author Sabina Nawaz
People and Projects Podcast: Project Management Podcast
Release Date: 07/01/2025
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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In this episode, Andy talks with Sabina Nawaz, global CEO coach and former Microsoft executive, about her new book You're the Boss: Become the Manager You Want to Be and Others Need. With authenticity and insight, Sabina shares what no one tells you about stepping into management, from the strange emptiness that can follow a promotion to how pressure can quietly bring out the worst in us.
They discuss why even successful leaders can feel like imposters, how power and pressure distort our perceptions, and what it means to be an “innocent saboteur.” Sabina also offers practical advice, such as developing your “shut up muscle,” asking better questions, and making small habit changes that stick. The conversation covers everything from leadership in the workplace to parenting, making this one of those rare episodes with takeaways for every area of life.
If you're looking for insights on how to grow as a leader without losing yourself in the process, this episode is for you!
Sound Bites
- “It’s not power that corrupts. It’s pressure that corrupts.”
- “If nobody’s giving you the full truth, what are the ways you might be going off track?”
- “When you're under pressure, do nothing. That’s counterintuitive but that’s where insight lives.”
- “The more righteous you feel, the more you need to consider alternative stories.”
- “Use 'Say more' when you're curious—and especially when you're judgmental.”
- “The only way to overachieve is to underachieve—start with micro habits.”
- “You’re not the only one with imposter syndrome—CEOs have it too.”
Chapters
- 00:00 Introduction
- 02:15 Start of Interview
- 02:24 “Can you think of anything from your family culture or experiences growing up that may have influenced how you think about leadership?”
- 05:08 “You describe getting promoted as a strange emptiness—what were the signs it came with unexpected costs?”
- 07:17 “Do you see imposter syndrome even in top-level leaders you coach?”
- 08:21 “How does embracing the complexity of leadership change how we view our own leaders?”
- 10:04 “How do we unknowingly sabotage ourselves as leaders?”
- 12:09 “What are some of the signs that you're veering off track as a boss?”
- 13:10 “What specific things do you personally do to manage pressure situations so you don’t become a monster?”
- 17:13 “You say, ‘stay small longer than you think you need to.' What does that mean and how do you apply it?”
- 21:07 “What is a singular story and how do we rescue ourselves from believing them?”
- 26:20 “What’s the ‘shut up muscle’ and how do you develop it?”
- 29:02 “Can you think of ideas from the book that apply to parenting as well?”
- 31:44 End of Interview
- 32:09 Andy Comments After the Interview
- 37:40 Outtakes
Learn More
You can learn more about Sabina and her work at SabinaNawaz.com/book.
For more learning on this topic, check out:
- Episode 455 with Janet Polach. It’s a great follow-on to what we talked with Sabina here today.
- Episode 456 with Kevin Eikenberry. Leading at the next level up comes with a lot of ambiguity that can shake our confidence. Kevin hits that topic head on—I think you’ll get value out of it.
- Episode 391 with Adam Bryant about his book The Leap to Leader.
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Thank you for joining me for this episode of The People and Projects Podcast!
Talent Triangle: Power Skills
Topics: Leadership, Management, Power Dynamics, Self-Awareness, Feedback, Emotional Intelligence, Coaching, Communication, Organizational Culture, Habits, Imposter Syndrome, Pressure, Stress
The following music was used for this episode:
Music: Brooklyn Nights by Tim Kulig
License (CC BY 4.0): https://filmmusic.io/standard-license
Music: Chillhouse by Frank Schroeter
License (CC BY 4.0): https://filmmusic.io/standard-license