The Digital Project Manager

The Digital Project Manager

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.

Episodes

October 27, 2026 • 49 mins

Project managers are being asked to take on more strategic work, navigate competing priorities, and deliver results under increasing pressure. But when being constantly available and stretched too thin becomes the norm, what does that mean for the quality of our work—and the longevity of our careers?

In this episode, host Galen Low sits down with Natalie Berkiw-Scenna, founder of Project Management Life and creator of the Sust...

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Finding the right freelance project manager can feel like searching for a unicorn. Do you hire someone who knows your industry inside out, or someone who can solve the problem in front of you? And if you're a freelance PM looking to branch into a new industry, how do you know which of your skills will actually transfer?

In this episode, host Galen Low sits down with Ashanti Johnson, founder of the Freelance PM Club and owner of Stra...

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AI is changing how software gets built, but does that mean technical program managers (TPMs) and engineering managers should become one role? Not so fast. As engineering teams move faster with AI, the need to manage dependencies, anticipate risks, and keep cross-functional teams aligned isn't disappearing. It's evolving.

In this episode, host Galen Low sits down with Satish Menon, a technical program management and engineering opera...

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AI search is changing discovery, but the playbook isn’t about finding a magic prompt, tag, or shortcut. Matt Slater, founder of Receipts, explains why AEO and GEO still depend on fundamentals: knowing who your brand is for, publishing clear first-party information, and building enough real-world credibility for third-party sources to corroborate what you say about yourself.

For project professionals, that shift matters. Stakeh...

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AI’s biggest opportunity in professional services may not be replacing expertise—it’s removing the operational drag that keeps experts from using it. In this conversation, Projectworks CEO Mark Orttung explores how AI can take on the neglected or repetitive work around proposals, resource planning, timesheets, invoicing, and forecasting while keeping human judgment firmly in the loop.

The bigger shift is moving bey...

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Strategic initiatives rarely stall because teams aren’t working hard enough. More often, the information leaders need to make timely decisions is scattered across Jira, Asana, Slack, spreadsheets, meetings, and everything in between. By the time a risk becomes visible at the executive level, the opportunity to address it early may already be gone.

Galen Low sits down with Maria Delgado Oliveros, founder of glidiffy and former ...

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Change is no longer something organizations can neatly package into a transformation initiative. It’s constant—and the real challenge is keeping strategy, decisions, and execution connected while everything around the organization keeps moving.

Galen Low sits down with Denise Jarvie, Managing Director of Agile Alliance and Director of Agile Community at PMI, to explore what it takes to build change readiness as an organi...

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AI is changing more than how work gets done—it’s changing who gets to make decisions in the first place. And that makes role clarity, decision rights, and organizational design much harder to leave implicit.

In this episode, Galen Low talks with Cassie Solomon about why RACI still matters in the age of AI, how it can evolve from a documentation tool into a design tool, and what leaders need to rethink as AI agents take o...

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For many project professionals, the job title that once felt like a marker of progress can eventually start to feel like a box. And with AI disruption, shifting responsibilities, and increasingly blurry career paths, figuring out what comes next means looking beyond the label on your LinkedIn profile.

Galen Low sits down with career coach and former project professional James Compton to unpack “career dysmorphia”: the di...

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When margins get tight, reducing headcount can look like the fastest route to a healthier balance sheet. But in professional services, there’s a catch: your people aren’t just a cost—they’re a big part of what clients are paying for. Cut too deeply, and the short-term savings can quickly turn into overloaded teams, weaker client service, unwanted attrition, and eventually, the cost of hiring people back.

In t...

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Founders are wired to look ahead: spotting opportunities, chasing possibilities, and imagining what the business could become. Project and operations people tend to live closer to today, turning those ideas into something teams can actually deliver. The friction between those two perspectives isn’t necessarily a problem—it can be the engine that moves a business forward.

Galen Low sits down with Derek Fredrickson, founde...

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AI fluency isn’t about knowing the latest tools, collecting certificates, or casually dropping “agentic” into a meeting. It’s about knowing where AI fits into the work—and where human judgment still matters most. Justin Bateh joins Galen Low to unpack why the real advantage comes from building an operating layer above AI’s increasingly capable execution layer.

They dig into what separates genuine ...

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Projects are, in many ways, a collection of decisions. But when work is moving fast, information is scattered, and the stakes are high, making a well-informed call isn’t always straightforward. AI can pull together more context than any one person could realistically hold in their head—but that doesn’t mean we should hand over the decision-making reins.

Galen Low sits down with Cali Collins, Co-Founder and Chief Pr...

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Government projects are often dismissed as slow, bureaucratic, and overly reliant on expensive consultants. But according to William Moroz, that narrative is increasingly outdated. Drawing on experience across both government and consulting, William explains how modern public sector teams are leading ambitious, mission-driven initiatives with a stronger focus on accountability, transparency, and measurable public value.

In this conv...

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Generative AI is changing how project teams work—but too many professionals are still treating it like a smarter search engine. The result? Generic prompts, generic outputs, and a growing tendency to trust polished responses without applying the critical thinking that makes great project leaders valuable in the first place.

In this episode, Galen Low sits down with AI consultant and educator Mashhood Ahmed to explore why curio...

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Digital transformation has been a business buzzword for decades—but despite years of experience, most enterprise transformation initiatives still fail. Why? And can AI finally help organizations break the cycle?

In this episode, Galen Low sits down with Rick Catalano, founder and CEO of AMIGO and author of The AI Project Manager, to unpack why large-scale transformation projects continue to struggle, what AI can (and can't) so...

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Project management in construction is often dismissed as traditional, but when it comes to AI and data, the industry may be further ahead than many people realize. In this conversation, James Garner, Head of AI and Data at Gleeds and founder of Project Flux, shares why construction is becoming a proving ground for AI adoption—and what project professionals in every industry can learn from it.

From overcoming resistance to new ...

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AI is starting to reshape project management—but its biggest impact isn't replacing project managers. It's removing the operational overhead that keeps them buried in admin so they can focus on the work that actually moves projects and client relationships forward.

In this conversation, Tim Fisher sits down with Bernarda Vrbat from Productive to explore how AI is evolving beyond chatbots into skills and autonomous agents. They...

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Some people see AI as a threat to creativity. Others see it as the next evolution of the creative toolkit. In this episode, Galen Low sits down with Tom Brown and Eric Oldrin, co-founders of Original Model, an AI-native creative agency, to explore what happens when creative thinking—not AI—stays at the center of the process. Together, they unpack how agencies can embrace AI without sacrificing originality, storytelling,...

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Remote and hybrid work is no longer a temporary adjustment—it’s how many project teams operate every day. But while we've become better at working asynchronously and using AI to boost productivity, it's worth asking whether we've unintentionally lost some of the human elements that make collaboration truly effective.

In this conversation, Galen Low sits down with Karen Chong to explore what remote teams are missing, why ...

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