The Retro: How Great PMs Tackle Interview Curveballs

Navigating job interviews as a project manager can feel like walking through a minefield of unpredictable questions. In this episode of The Retro, Kelsey sits down with Kayla Quijas—a senior PM and certified career coach—to unpack how to tackle curveball questions with poise and purpose. From candy bar hypotheticals to high-stakes stakeholder slip-ups, Kayla shares actionable frameworks that help PMs answer tough questions with clarity, honesty, and a whole lot of confidence.They dive deep into how interviews aren’t just about your resume—they’re about how you think, lead, and adapt under pressure. Whether you’re pivoting into PM from another field, trying to land your first role, or just looking to sharpen your interview game, this conversation offers the tools to prep smarter, answer authentically, and leave a lasting impression.Resources from this episode:Join DPM MembershipSubscribe to the newsletter to get our latest articles and podcastsConnect with Kayla on LinkedInCheck out Kayla’s website

There’s no shortage of AI tools for project managers these days—and they can be pretty amazing. But using them? Often a frustrating, disjointed experience. In this episode, Galen Low is joined by Devin Mahoney, CEO and Co-founder of QTalo, to unpack why AI can feel more like a burden than a boost in our day-to-day project work, and how to fix that.They dive into how AI can truly serve project leaders: from cutting down on context switching to surfacing what actually matters, and building systems that fit into the real workflows of PMs. Devin also shares why privacy matters not just for compliance, but for preserving the creative space we need to do our best work. If you’ve ever felt like AI is both magical and maddening, this one’s for you.Resources from this episode:Join DPM MembershipSubscribe to the newsletter to get our latest articles and podcastsConnect with Devin on LinkedInCheck out QTalo

Why does time tracking suck—and what can we actually do about it? In this lively and deeply honest panel session, Kelsey Alpaio sits down with agency consultant Marcel Petitpas, PMO leader Kelly Vega, and project operations expert Matthew Fox to get to the root of why time tracking feels so broken. Together, they unpack not just the tactical challenges, but the deeper cultural and strategic dynamics that make time tracking feel like a chore (or worse, a surveillance tool). But this isn’t just a vent session—our panel brings clarity, practical advice, and a few hard truths to help you shift your mindset and your systems.From rethinking data accuracy and redefining utilization to making smarter tooling choices and harnessing AI (without falling for the hype), this conversation delivers actionable insight for PMs, leaders, and anyone in the messy middle of tracking work. Whether you’re tracking time for billing, planning, or just staying afloat, there’s something here to make it suck a little less—and maybe even become a tool for empowerment.Resources from this episode:Join DPM MembershipSubscribe to the newsletter to get our latest articles and podcastsConnect with Kelly, Matthew, and Marcel on LinkedInCheck out Parakeeto

Rolling out a new tool or process sounds simple—until you try it. In this episode, Galen Low sits down with Frances Odera Matthews, founder of The Notion Bar, to unpack why change management is so hard, even with the best intentions and the best tools. From shiny object syndrome to culture gaps, they explore why tool adoption often fails and what project leaders can do to set their teams up for long-term success.Frances shares practical insights from the front lines of Notion implementations, including how phased rollouts, internal champions, and intentional design can make or break adoption. They also dig into the cultural side of change—how open sharing, avoiding silos, and even acknowledging when to rip the band-aid off can help teams navigate tool fatigue and create lasting transformation.Resources from this episode:Join DPM MembershipSubscribe to the newsletter to get our latest articles and podcastsConnect with Frances on LinkedInCheck out the Notion Bar, The Notion Zeitgeist newsletter, and the Coffee & Oysters podcast

In this episode of The Digital Project Manager podcast, Kelsey Alpaio sits down with Oliver Yarbrough—founder of Not Your Father’s AI and a LinkedIn Learning instructor—to talk about the AI-driven future of project management. With automation creeping into every corner of our workflows, PMs are no longer just task managers; they're becoming AI operators, process optimizers, and digital workforce leaders.Oliver breaks down what PMs should be doing today to stay ahead: learning to communicate effectively with AI tools, mastering process optimization, and strengthening foundational PM skills. Whether you're just starting to explore AI tools or already dabbling in automation, this episode gives you a roadmap for evolving your skill set and redefining your value as a project manager in an increasingly digital workplace.Resources from this episode:Join DPM MembershipSubscribe to the newsletter to get our latest articles and podcastsConnect with Oliver on LinkedInCheck out Not Your Father's A.I.

If you ask just about any PM how their work is going, how do you think they'll respond? 'Sorry, I've got no time to talk right now, I'm totally slammed! Maybe we can touch base next week? 'My own experience of PM'ing is that it's a demanding role, we carry the responsibility of delivering a project to our best ability and we desperately want our projects to succeed. So we run around as though our pants were on fire, trying to herd cats, and doing things that we think will make our project succeed. But is our busyness really helping deliver a better project? Is it really helping our team, and our client? Maybe, but often, it's not. So what's the solution?  All will be revealed in today's podcast as we talk about ways that we can be less busy, but more productive.