Why 70% of Digital Transformations Still Fail (And How AI Can Help)

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 disconnect between a career that looks successful on paper and one that feels draining, flat, or directionless in practice. They explore how to recognize when your professional identity has become too tied to your title, create space to rethink what actually energizes you, and use disruption as an opportunity to rediscover the value and purpose underneath the role.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with James on LinkedInCheck out Limitless Leading and The Career Dysmorphia Dossier

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 this episode, Michael Gold and James Leigh explore another path: getting more value from the people you already have. They unpack what it means to “activate” human potential, why AI adoption needs more than a stack of new tools, and how organizations can rethink work around people’s actual strengths instead of forcing everyone into the same job-shaped box. The result is a different way of thinking about efficiency—one that asks how you can grow capability before assuming you need to shrink the team.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Michael and James on LinkedInCheck out Aria, Gold Strategic Delivery, Vanberra, and Kintara

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, founder of The COO Solution, to unpack how operators can become the bridge between vision and execution. They explore why trust and clarity matter more than simply “getting things done,” how to challenge a founder without becoming the resident no-machine, and why strong project leaders need to know when to step out of the details and into strategic dialogue.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Derek on LinkedInVisit The COO Solution

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 AI fluency from familiarity, why hands-on practice and feedback matter, and what employers can do to build capability without turning AI training into homework. They also explore a bigger career question: when technical skills are becoming easier to replicate, what makes a project leader’s career durable?Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Justin on LinkedInVisit AI Operators Lab and Tactical Memo

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 Product Officer of Optimality, to explore how AI can support better decisions without removing humans from the equation. They dig into decision context, bias, traceability, accountability, and why the rise of AI could actually make project leaders more—not less—important.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Cali on LinkedInVisit Optimality

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 conversation, Galen and William explore how AI is reshaping government procurement, why collaboration is replacing traditional vendor relationships, and what it really takes to become a trusted government collaborator. From auditability and AI literacy to balancing innovation with responsible governance, this episode offers a grounded look at delivering technology that serves citizens—not just stakeholders.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with William on LinkedIn

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 curiosity, context, and strategic questioning matter more than ever. Together, they unpack how AI can amplify—not replace—human judgment, and share practical ways leaders can help their teams move beyond surface-level prompting toward more thoughtful, effective collaboration with AI.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Mashhood on LinkedIn and TikTokVisit M1 Consultants Inc.

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) solve, and why the future of project leadership is less about replacing people and more about helping them make better decisions.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Rick on LinkedInVisit AMIGOCheck out Rick’s book – “The AI Project Manager: The Framework for Successful AI-Enabled Enterprise Transformation”

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 technology to navigating career shifts and building AI literacy, James offers a refreshingly balanced perspective on the future of project management. Whether you're leading digital initiatives or considering a career pivot, this episode explores why judgment, curiosity, and creativity will become even more valuable in the age of AI.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with James on LinkedInVisit Gleeds and Project Flux

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 discuss where AI is already delivering practical value for professional services businesses, what teams are (and aren't) comfortable delegating to AI, and why the future of project management is less about doing repetitive work and more about making high-value decisions.Resources from this episode:Join the Digital Project Manager CommunitySubscribe to the newsletter to get our latest articles and podcastsConnect with Bernarda on LinkedInVisit Productive