Healthcare is hiring — and not just for clinicians. As digital health systems expand and AI transformation efforts ramp up, there’s a growing demand for technical project professionals who can bring experience from tech, product, and government IT into healthcare environments. But if the opportunities are there, why aren’t more people making the pivot?

Galen chats with Rachel M. Keyser — healthcare IT consultant and founder of Project Elevation Partners — about what’s holding project professionals back, how to navigate the complexity and pace of healthcare work, and why your existing skills might be more transferable than you think. Whether you’re burned out by big tech or just curious about how to break into health tech, this conversation offers grounded, practical guidance for taking the leap.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Rachel on LinkedIn
• Check out Project Elevation Partners

AI is fundamentally reshaping how digital products are conceived, built, and delivered—and the shift isn’t just technical, it’s cultural. Jyothi Nookula, a seasoned AI product leader with experience at companies like Netflix, Meta, Amazon AWS, and Etsy, joins Galen to unpack what makes AI-native products so different from conventional ones, why building them demands new evaluation frameworks, and how product teams can evolve their skills and mindset to keep pace.

Whether you're dealing with unpredictable model outputs, shifting success metrics, or a team with uneven comfort levels around emerging tech, Jyothi offers grounded, real-world strategies for staying user-centered, experiment-driven, and confidently collaborative in the face of rapid change.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Jyothi on LinkedIn
• Check out Next Gen Product Manager and Jyothi’s website

Empathy isn't just a feel-good buzzword; it's infrastructure. In this episode, Galen Low chats with Andrea Goulet, communication systems architect and long-time software entrepreneur, about how empathy can act as a technical tool for collaboration, innovation, and high-performance in the age of AI.

Drawing from her experience building a $4M consultancy and translating complex human dynamics into actionable frameworks, Andrea breaks down the mechanics of empathy, why it matters more than ever, and how we can cultivate it in our teams to drive better outcomes. This isn't about being soft—it's about being strategic.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Andrea on LinkedIn
• Check out Andrea’s website
• The Diversity Bonus by Scott E. Page
• Self-Compassion Research by Kristin Neff

Project delivery leads at agencies and consultancies are being called to do more than just manage timelines and budgets—they’re being tapped to think like business leaders. But how do you actually make that leap from tactical execution to strategic influence? Galen sits down with Mark Orttung (CEO of Projectworks) and Pam Butkowski (SVP of Delivery at Horizontal Digital) to unpack the real shifts in mindset, behaviors, and expectations that define this evolution.

They explore what “thinking like a founder” really means in a delivery context, why hybrid roles are becoming the norm, and how to identify who’s ready to step up. Whether you’re trying to grow your own career or help your team level up, this conversation brings clarity to a path that’s often vague and unspoken.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Pam and Mark on LinkedIn
• Check out Horizontal Digital and Projectworks
• Mark’s podcast: The Z Suite

When AI enters the enterprise, the work isn’t just about the tech—it’s about culture, collaboration, and courage. In this episode, Galen chats with Deborah Ketai, a program and change management leader who helped a Fortune 5 healthcare organization align its people, systems, and culture around AI. Together, they unpack how she built a community of practice that broke down silos, reduced knowledge debt, and created space for cross-training, collaboration, and smarter risk management.

From talent strategy to trust and transparency, Deborah shares what it really takes to sustain AI-driven change inside complex organizations—and what PMs need to learn now to stay ahead as their roles evolve.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Deborah on LinkedIn

AI has the potential to revolutionize healthcare—but it’s not just about smart algorithms or automated diagnoses. It’s about earning trust in high-stakes environments where lives are on the line. Galen sits down with David Doan, Director at Kyndryl and former registered nurse, to explore how delivery leaders can navigate the clinical, technological, and ethical challenges of implementing AI in healthcare.

From preserving human judgment and connection to aligning regulators, executives, and frontline clinicians, this conversation digs into the realities of AI-powered healthcare delivery—and what project leaders can do to make it actually work.

Resources from this episode:

• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with David on LinkedIn
• Check out Kyndryl

The AI hype in project management software is real—but is everyone ready for it? In this episode, Galen sits down with returning guest Olivia Montgomery, Associate Principal Analyst at Capterra, to explore the findings from her 2025 Project Management Software Trends Survey. They unpack the real reasons behind the surge in demand for AI-enhanced PM tools and the foundational work teams need to do before expecting AI to deliver real ROI.

Together, Galen and Olivia dig into what "AI readiness" actually looks like—technically and culturally. They discuss how competitive FOMO, billion-dollar marketing campaigns, and shifting economic investments are driving decision-making at the executive level, while the realities of adoption, data governance, and employee empowerment are playing out on the ground. They also take a thoughtful look at how PMs can avoid common pitfalls (like AI hallucinations) and begin to build workflows that align with both human and machine strengths.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Olivia on LinkedIn
• Check out Capterra
• Olivia’s report, AI & Security Are Top Concerns in Capterra’s 2025 Project Management Software Trends Survey 

The entry-level project management job isn’t what it used to be. With AI automating many of the classic coordinator tasks, the ground floor seems to have disappeared—leaving aspiring PMs wondering how to even get started. In this episode, Galen Low sits down with Benjamin Chan, Founder of CLYMB Consulting, to unpack what this shift really means for junior PMs, hiring managers, and the next generation of project leaders.

Together, they explore how AI is reshaping the role of the project coordinator, what skills and traits are most valuable in today’s job market, and how organizations can reimagine career paths to make sure talent isn’t left behind. Whether you’re breaking in, hiring, or mentoring, this conversation is full of real-world perspective and actionable ideas for navigating the new career landscape.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Ben on LinkedIn
• Check out CLYMB Consulting

Experimenting with AI is exciting—but how do you make the leap from tinkering to transforming agency operations at scale? In this conversation, Galen Low brings together Melissa Morris (Agency Authority), Kelly Vega (VML), and Harv Nagra (Scoro) to talk about how agencies can carve out space for experimentation, align AI use to business goals, and actually implement the good ideas that emerge.

The panel shares stories of saving hours on PM tasks, setting up accountability frameworks, and creating safe spaces for knowledge-sharing. They also surface the tough stuff—fear of job replacement, cultural resistance, governance challenges—and how to navigate it with clarity and empathy.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Melissa, Kelly, Harv on LinkedIn
• Check out Agency Authority, VML, Scoro and The Handbook: Agency Ops podcast

When is the right time to hire an AI leader, and what do they actually do once they’re in the door? In this episode, Galen Low sits down with Tim Fisher, VP of AI at Black & White Zebra, to unpack the real-world impact of AI leadership roles. Together they explore the tension between hype and practicality, the mix of skills needed to bridge tech, business, and people, and why AI leadership is less about flashy experiments and more about building trust, change readiness, and operational maturity.

Tim shares candid insights from his own path into the role, offering a grounded look at how organizations can approach AI without losing sight of their business goals—or their people. If you’ve ever wondered whether a VP of AI is a made-up job, or how AI leadership can actually smooth project delivery, this conversation is for you.

AI is not eating all the jobs—but the story is more nuanced than the headlines suggest. In this episode, Galen Low sits down with Jim Iyoob (President of ETS Labs, CCO at Etech Global Services) and Manu Dwievedi (AVP at ETS Labs) to cut through the noise around large-scale AI transformation in customer experience. Together, they unpack what’s really happening in call centers worldwide, why AI is more about augmentation than replacement, and how organizations can implement AI without breaking the customer or employee experience.

From pragmatic strategies to leadership-level insights, this conversation tackles the real challenges of AI change management: how to start small, get quick wins, and bring people along for the journey. Whether you’re leading a CX transformation or navigating an AI project in any industry, you’ll leave with concrete strategies to make AI work for your team instead of against them.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Jim and Manu on LinkedIn
• Check out ETS Labs and Etech Global Services

How do you know if you’re tracking the right project metrics—or if you’ve been chasing the wrong numbers all along? In this episode, Galen sits down with Lior Gerson, Co-founder & CEO of TargetBoard.ai, to unpack how AI is reshaping KPI management and why aligning metrics with business strategy is the real game-changer.

Together, they explore how project leaders can move beyond legacy metrics like velocity and utilization to focus on measures that truly drive impact. From tackling cultural mismatches around KPIs, to building real-time forecasting models, to leveraging AI for smarter, faster reporting—this is a conversation about cutting through the noise and making metrics meaningful.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Lior on LinkedIn
• Check out TargetBoard.ai
• When the Old, and the New Metrics Fail – Jim Highsmith

In this episode, Galen Low sits down with Brian Kessman of Lodestar Agency Consulting to tackle a big question: is AI finally the deathblow to billable hours? Brian argues yes—and not because AI “broke” the model, but because it’s exposed just how misaligned hourly billing has always been with the real value agencies deliver. Instead of rewarding efficiency and innovation, time-based pricing incentivizes dragging things out and commoditizes expertise. The real shift, Brian says, isn’t just about swapping billing methods—it’s about fundamentally rethinking what you sell, how you position it, and how you prove its impact.

They dig into the Agency Value Model—a framework for moving from selling time to selling outcomes. Brian explains how to define your best-fit clients, identify their high-value problems, and design structured solutions that command higher prices while delivering measurable impact. Along the way, they unpack how to navigate the “race to the bottom” fueled by AI, nearshoring, and automation; why confidence in your positioning can help you turn away misaligned clients; and how to operationalize repeatable, scalable value delivery without falling back into chaos.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Brian on LinkedIn
• Check out Lodestar Agency Consulting
• Value Model Assessment
• Agencies building business models around AI offerings:
  • Go Supergood — an AI-native creative agency
  • Silverside.ai — an AI innovation lab
  • Skeptic™ by Known — uses machine learning and artificial intelligence to deploy rapid scientific experimentation and persistent optimization
  • Jellyfish — social media AI agents
  • Magnolia by Newfangled — is an AI-powered strategic planner
  • Content Symphony

AI is transforming the creative workflow—but not in the ways we first expected. In this conversation with Galen Low, creative and PM leaders Sara Fisher, Sara Doubleday, and Greg Storey talk through the practical and philosophical implications of AI’s growing role in creative work. This isn’t about flashy tools or end-to-end automation. It’s about realigning how teams work, communicate value, and preserve the human essence in their process.

From misinformed client expectations to the strategic reframing of creative outputs, the panel explores how project leaders and creatives can use AI to amplify their strengths rather than replace them. Spoiler: there’s still no shortcut for trust, authenticity, or thoughtful strategy.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Sara Fisher, Sara Doubleday, and Greg Storey on LinkedIn
• Check out Vye and Seer Interactive
• Check out Greg’s book – “Creative Intelligence: Don’t Ask AI, Think With AI”

Navigating a career in project management today means wrestling with more than just Gantt charts and stakeholder standups—it means making high-stakes decisions about your salary, your specialization, and what brings you meaning at work. In this panel episode, Kelsey Alpaio brings together PM thought leaders Ben Chan, Mackenzie Dysart, and Elizabeth Harrin for a candid conversation on how to design your PM career with both pay and purpose in mind.

Together, they unpack fresh data from DPM’s 2025 Salary Guide and tackle some of the most pressing questions PMs are facing right now: Should you specialize or stay a generalist? When do certifications actually help? Is it ever too late to take control of your career? And how do you make confident moves when AI and automation are reshaping the role in real time? This is a jam-packed episode full of tactical tools, honest reflections, and grounded advice for anyone looking to take the reins of their project career.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Ben, Mackenzie, and Elizabeth on LinkedIn
• Check out Thoughtworks and Rebel’s Guide to Project Management
• Organized Chaos Café – Ben’s podcast
• Managing Multiple Projects – Elizabeth’s book

When it comes to getting paid what you’re worth, project managers in 2025 are facing a unique challenge: job switching no longer guarantees a big raise, and most PMs are staying put—even if they feel underpaid. So what now? In this episode, Kelsey Alpaio sits down with Mukhtar Kadiri, Pam Butkowski, and Elaina Martinez to talk real strategies for negotiating a raise where you are—with confidence, clarity, and without burning bridges.

You’ll hear honest takes on why PMs feel undercompensated, how the market has shifted, and what leaders actually want to hear in raise conversations. From mapping your invisible impact to understanding company timing cycles and navigating tough “no’s,” this panel brings practical, actionable insights for anyone ready to make the ask—and get results.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Mukhtar, Pam, and Elaina on LinkedIn
• Check out WorkTipsPro and Horizontal Digital

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 Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Kayla on LinkedIn
• Check 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 Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Devin on LinkedIn
• Check 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 Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Kelly, Matthew, and Marcel on LinkedIn
• Check 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 Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Frances on LinkedIn
• Check 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 Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Oliver on LinkedIn
• Check out Not Your Father's A.I.

The agency world is undergoing major shifts, with evolving business models, leaner teams, and new demands on project leaders. While disruption can feel overwhelming, it also presents opportunities for growth—if you know how to adapt. As roles blur and responsibilities pile up, resilience and flexibility have never been more essential.

Joining us is Harv Nagra, Head of Brand Communications at Scoro and host of The Handbook: Agency Ops podcast, to break down how operating models are changing and what project managers can do to stay ahead. From navigating uncertainty to leading with a growth mindset, this episode offers actionable insights for anyone facing rapid change in agency life.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Harv on LinkedIn
• Check out Scoro and  The Handbook: Agency Ops podcast
• Range: Why Generalists Triumph in a Specialized World

We’re joined live by Crystal Richards, PMP trainer and founder of MindsparQ, to dive into everything you need to know about passing the challenging Project Management Professional (PMP) exam. With its high failure rate and tough reputation, the PMP remains a highly respected certification that can open significant career doors—but balancing exam prep with work and life can be daunting.

Crystal shares practical strategies to help candidates navigate the exam process with clarity and confidence, drawing on her experience training project managers and her new book, PMP Exam Prep For Dummies. Whether you’re just starting your PMP journey or feeling overwhelmed, this conversation offers valuable tips to help you succeed.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Crystal on LinkedIn
• Check out MindsparQ

Fractional remote job opportunities are growing, offering professionals the chance to break free from the traditional rat race and take on multiple roles, be their own boss, and avoid the transactional nature of full-time work. But how do you get started in this new world of fractional work, and what if it doesn’t work out?

Michael Gold, a fractional project management expert and founder of The Fractional Hub, discusses the growing trend of fractional project management roles. He shares insights on how this model could become just as common as, or even replace, traditional full-time positions in the future, helping you make an informed decision about whether this path is right for you.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Michael on LinkedIn
• Check out The Fractional Hub

Getting laid off as a project manager can feel like more than just a job loss—it brings up uncertainty, self-doubt, and tough career questions. This episode features a live panel with three PMs who’ve been through it and come out stronger, offering real talk and practical advice for navigating career transitions.

Nicolassa Galvez, Thako Harris, and Nadaa Baqui share their personal layoff stories, lessons learned, and what helped them rebuild. From freelancing to career pivots, they offer insights for anyone facing a layoff or looking to future-proof their career in a volatile job market.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Nadaa, Nicolassa, and Thako on LinkedIn
• Check out Chingona Coach, 3MBET, and Skillshare