The Digital Project Manager

Hosted by Galen Low

Business Technology Education

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Episodes

249

Latest episode

Jun 2026

Language

EN-US

About the show

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.

Listen to episodes

60 recent

June 16, 202659 min

I’m Building A Digital PM AI Agent Whether I Like It Or Not

AI is forcing every function to reevaluate what creates value—and project management is no exception. In this conversation, Alla Tarasenko, Principal Technical Program Manager at Gusto, shares why building AI agents isn't about replacing program managers. It's about reclaiming capacity for the work that matters most: coaching teams, improving processes, and driving cross-functional alignment.Alla walks through the practical realities of building an AI-powered intake and triage system that serves more than 1,000 internal stakeholders, the unexpected challenges that emerge after the first successful prompt, and why change management may become one of the most important leadership skills in the AI era. More importantly, she offers a thoughtful perspective on how AI could break down silos and create stronger collaboration across technical teams—if leaders are intentional about how they implement it.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Alla on LinkedInVisit Gusto

June 9, 202644 min

Why Public Speaking Is Becoming a Career Multiplier for Project Leaders

Public speaking is often framed as a stage skill—but for project leaders, it’s really a leadership skill. In this episode, Galen Low sits down with fractional PM, consultant, and award-winning Toastmaster Megan Cotterman to explore how communication, audience awareness, active listening, and adaptability show up in the everyday realities of project work. From project kickoffs and stakeholder updates to difficult conversations and team alignment, they unpack why strong communication is becoming even more valuable in an AI-powered world.They also dive into practical ways introverted and ambiverted project managers can build confidence, develop resilience, and strengthen their ability to think on their feet—without becoming the loudest person in the room.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Megan on LinkedInVisit Managed By Megan

June 2, 202652 min

Why More Marketing Teams Are Choosing Boutique Agencies in 2026

In a marketing landscape shaped by lean teams, rising expectations, and an ever-expanding stack of AI tools, many leaders are asking the same question: do agencies still have a role to play? In this episode, Galen Low sits down with Tammy Valentine, President of LuckyTamm Marketing Group, to explore how boutique agencies are evolving in the age of AI—and why human expertise, trust, and collaboration still matter.Together, they unpack where AI genuinely adds value, where it falls short, and how marketing leaders can build stronger agency partnerships that help them achieve more with less. Along the way, they share practical lessons on experimentation, brand trust, onboarding, and the fundamentals that continue to drive marketing success regardless of technology shifts.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Tammy on LinkedInVisit LuckyTamm

May 26, 202657 min

Why AI Conversations Feel Fake (And How To Fix That)

What happens when AI stops being a tool you type into and starts becoming something you talk to? In this episode, Galen Low sits down with Oliver Shoulson, Agent Design and Engineering Lead at PolyAI, to unpack the surprisingly human problem at the heart of conversational AI: most AI conversations still feel weird.From clunky chatbot scripts to overly polite “LLM voice” personas that sound like they were trained by a committee of HR robots, Oliver explains why good conversational design is less about mimicking humans perfectly and more about removing friction. The conversation explores the psychology of trust, the mechanics of social presence, and why the future of AI interfaces may depend less on visual design and more on understanding how people naturally speak, interrupt, hesitate, clarify, and collaborate.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Oliver on LinkedInCheck out Oliver’s websiteVisit PolyAI

May 19, 202652 min

No One Cares About Your Deck – Here's Why

Slide decks aren’t going away. Despite years of corporate eye-rolls, overloaded bullet points, and “this could’ve been an email” energy, presentations still sit at the center of how organizations align people around ideas. And now AI is crashing directly into that workflow.In this episode, Galen sits down with Morgan Cornelius, Chief of Staff at Decky and founder of mrcantile, to unpack why presentations still matter, where most AI-generated decks fall apart, and how teams can use AI as a collaborative thought partner instead of a slop machine. They dig into the real purpose of slides—not transferring information, but creating resonance—and explore what happens when AI removes the production bottleneck but leaves humans responsible for the thinking.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Morgan on LinkedInCheck out Decky and use promo code DeckyDPM for one month free of Decky ProVisit mrcantile

May 12, 20261 hr 5 min

You Don’t Need a New AI PM Tool—You Need to Fix the One You Have

AI-powered PM tools promise everything from predictive risk alerts to automated status reports—but what happens when the tool you picked doesn’t actually deliver on the features that sold you in the first place?In this episode, Galen Low sits down with Emmanuels Magaya, Director of Technology at Tech Legends and Founder & CEO of Project Managers Africa, to unpack what organizations should do when their AI-powered project management platform falls short. Drawing from his experience testing hundreds of AI tools, Emmanuels shares a practical framework for evaluating AI software, explains why organizations shouldn’t rely on one tool to do everything, and walks through how AI agents and automation workflows can augment existing PM ecosystems.The conversation also dives into AI literacy, predictive PMOs, and why emerging markets have a unique opportunity to leapfrog traditional delivery models—if they approach AI strategically instead of reactively.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Emmanuels on LinkedInVisit Project Managers Africa and Tech Legends

May 5, 202657 min

How To Build In-Demand Skills At The Speed Of AI Disruption

The pace of change in today’s workforce isn’t just fast—it’s compounding. In this episode, Galen sits down with higher education leaders Sasha Thackaberry-Voinovich and Charlotte Bencaz to unpack what it actually takes to stay relevant when roles, tools, and expectations are shifting in real time. From the decline of entry-level roles to the rise of AI-augmented “power workers,” this conversation challenges the idea that learning is a one-time investment—and reframes it as a continuous, strategic habit.They also dig into what’s broken (and fixable) in traditional education, how to build skills without taking on massive debt, and why the real risk isn’t AI itself—but uneven access to it. If you’re trying to pivot, level up, or just keep up, this episode offers a grounded look at what’s actually working right now.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Sasha and Charlotte on LinkedInVisit Newstate University

April 28, 202640 min

Should You Care If Your Project Manager Is Certified?

Project management certifications have become the industry’s favorite shorthand for competence—but what are they actually signaling? In this candid panel, Galen Low sits down with Crystal Richards, Dave Prior, and Karthick Nivas Ramdoss to unpack what certifications do (and just as importantly, what they don’t). From PMP to CSM to emerging AI-focused credentials like CPMAI, the conversation cuts through the alphabet soup and gets to the real question: are we hiring for capability, or just filtering for compliance?What emerges is a more uncomfortable truth. Certifications can open doors, create shared language, and signal commitment—but they’re also being misused as blunt instruments in hiring systems that are already overwhelmed. The result? Talented people get filtered out, hiring managers get false confidence, and organizations end up chasing “unicorn” candidates that don’t exist. This episode is a reality check—and a practical guide—for anyone trying to make smarter decisions about project talent.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Crystal, Dave, and Karthick on LinkedInVisit MindsparQ, The Agile Network, and PMICheck out these books:PMP Exam Prep For Dummies (2nd Edition) By Crystal RichardsNo One Is Coming to Save You: The Power-Ups to Help Surf the Chaos By Dave Prior

April 21, 202640 min

AI For Kids: How Project Teams Can Build It Responsibly

Most AI tools weren’t designed with kids in mind—but kids are using them anyway. That tension sits at the heart of this conversation with Aderonke Akinbola, where the question isn’t if we should build AI for children, but how we do it responsibly. From digital playgrounds that shape behavior to the long-term implications of data exposure, this episode explores why the stakes are fundamentally different for younger users—and why product teams can’t afford to treat child safety as an afterthought.Galen and Ade dig into what it really means to design AI experiences that protect, educate, and develop young users. They unpack practical ways teams can introduce ethical friction, rethink data handling, and advocate for safer systems—while also looking ahead to a future where AI itself may act as a guardian for children navigating an increasingly intelligent digital world.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Aderonke on LinkedIn

April 14, 202645 min

Why Technical Teams Still Fail Without These Skills

Soft skills are having a moment—but they’re still widely misunderstood, undervalued, or dismissed as “nice to have.” In this episode, Galen sits down with Yadi Caro to unpack why that perception persists—and why it’s costing teams more than they realize. Drawing from her experience working with elite technical teams in the defense sector, Yadi reframes soft skills as something far more rigorous: essential capabilities that enable collaboration, decision-making, and ultimately, results.Together, they explore what it actually looks like to apply these skills in high-pressure, highly technical environments—and why, in the age of AI, they’re becoming even more critical. From onboarding new team members mid-project to navigating conflict and driving alignment, this conversation makes a strong case: soft skills aren’t soft—they’re the work.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Yadi on LinkedInCheck out SAICYadi’s book: Hardcore Soft Skills and podcast

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