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.