The Digital Project Manager is the home of digital project management inspiration, how-to guides, tips, tricks, tools, funnies, and jobs. We provide project management guidance for the digital wild west where demanding stakeholders, tiny budgets and stupid deadlines reign supreme.
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 Proje...
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 ...
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, Andr...
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 expectat...
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-t...
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 judgm...
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...
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, th...
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 hour...
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 m...
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 replace...
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 foc...
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 com...
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...
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 p...
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 bridge...
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 cla...
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 s...
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 lik...
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 prac...
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Rewarded for bravery that goes above and beyond the call of duty, the Medal of Honor is the United States’ top military decoration. The stories we tell are about the heroes who have distinguished themselves by acts of heroism and courage that have saved lives. From Judith Resnik, the second woman in space, to Daniel Daly, one of only 19 people to have received the Medal of Honor twice, these are stories about those who have done the improbable and unexpected, who have sacrificed something in the name of something much bigger than themselves. Every Wednesday on Medal of Honor, uncover what their experiences tell us about the nature of sacrifice, why people put their lives in danger for others, and what happens after you’ve become a hero. Special thanks to series creator Dan McGinn, to the Congressional Medal of Honor Society and Adam Plumpton. Medal of Honor begins on May 28. Subscribe to Pushkin+ to hear ad-free episodes one week early. Find Pushkin+ on the Medal of Honor show page in Apple or at Pushkin.fm. Subscribe on Apple: apple.co/pushkin Subscribe on Pushkin: pushkin.fm/plus
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