PPP 479 | The AI Skills You Need to Stay Relevant, with Matt Mong
People and Projects Podcast: Project Management Podcast
Release Date: 09/30/2025
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 interviews Matt Mong, a leader at PlanAutomate, a company focused on bringing intelligent automation to the world of project management. With AI dominating headlines, Matt joins the podcast to explore what's real, what's hype, and what project managers and frontline leaders should actually be doing to stay ahead.
They discuss common misconceptions about AI in projects, why structured data is critical, and how AI can evolve from productivity booster to strategic game-changer. Matt shares practical advice on balancing innovation with data privacy, how project roles may shift over time, and what leaders can do today to prepare ourselves (and even our kids) for the future of work.
If you're looking for insights on how to stay relevant in an AI-transformed workplace, this episode is for you!
Sound Bites
- “The real question isn't just what AI can do faster. It's what it can do that we couldn't do before.”
- “We tend to overestimate what AI will do in two years and underestimate what it will do in ten.”
- “If you don’t get your data in order, AI won’t be useful. It’s as simple as that.”
- “This isn’t about eliminating jobs. It’s about empowering people to lead and collaborate better.”
- “Don’t future-proof your job. Prepare for the future by experimenting and adapting.”
- “What if your projects could talk to you and give ongoing guidance? That’s where we’re heading.”
Chapters
- 00:00 Introduction
- 02:00 Start of Interview
- 02:06 What's Something About AI or Projects That Drives You Crazy?
- 05:00 How Are You Personally Using AI at Work or Home?
- 07:00 How Are Customers Using AI Today? And Where Is It Heading?
- 12:06 What About Concerns With Data Privacy and Security?
- 15:00 What Other Risks or Opportunities Should Leaders Be Thinking About?
- 17:22 Do You Agree That 'AI Won’t Take Your Job. Someone Using AI Will'?
- 19:40 What Mindsets or Skills Should People Build Now?
- 23:52 How Can We Prepare Our Kids for the Future of Work?
- 27:47 Where Can People Learn More About You and PlanAutomate?
- 29:00 End of Interview
- 29:20 Andy Comments After the Interview
- 33:14 Outtakes
Learn More
You can learn more about Matt and his work at PlanAutomate.com. You can take the survey that Matt mentions here: https://www.planautomate.com/survey-state-of-ai-in-project-management/
For more learning on this topic, check out:
- Episode 463 with Faisal Hoque. He has an empowering take on how to transcend the fear and hype around AI. It’s a great discussion.
- Episode 415 with leaders from the software company Keto Software. It’s a great follow-up to this discussion, with some guys who have been in this space for many years.
- Episode 384 with PMeLa, an AI persona that I’ve been curating for a couple of years. She was the first AI to be interviewed on a leadership or project management podcast ever. In fact, YOU can talk with PMeLa here.
Level Up Your AI Skills
During the interview, I mentioned our AI Made Simple course. Join other listeners from around the world who are taking this course to prepare for an AI-infused future.
Just go to ai.PeopleAndProjectsPodcast.com. Thanks!
Pass the PMP Exam This Year
If you or someone you know is thinking about getting PMP certified, we’ve put together a helpful guide called The 5 Best Resources to Help You Pass the PMP Exam on Your First Try. We’ve helped thousands of people earn their certification, and we’d love to help you too. It's totally free, and it's a great way to get a head start.
Just go to 5BestResources.PeopleAndProjectsPodcast.com to grab your copy. I’d love to help you get your PMP this year!
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Thank you for joining me for this episode of The People and Projects Podcast!
Talent Triangle: Business Acumen
Topics: AI, Automation, Project Management, Future of Work, Innovation, Data Privacy, Intelligent Systems, Team Leadership, Experimentation, Upskilling, Technology Strategy, Digital Transformation
The following music was used for this episode:
Music: The Fantastical Ferret by Tim Kulig
License (CC BY 4.0): https://filmmusic.io/standard-license
Music: Tuesday by Sascha Ende
License (CC BY 4.0): https://filmmusic.io/standard-license