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

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

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 Community [https://thedigitalprojectmanager.com/free-account/] * Subscribe to the newsletter [https://thedigitalprojectmanager.com/subscribe/] to get our latest articles and podcasts * Connect with Rick on LinkedIn [https://www.linkedin.com/in/richardjcatalano/] * Visit AMIGO [https://goamigo.co/] * Check out Rick’s book – “The AI Project Manager: The Framework for Successful AI-Enabled Enterprise Transformation [https://www.amazon.com/Project-Manager-Successful-AI-Enabled-Transformation/dp/B0GRGW6TCD]”

How the Construction Industry is Laying the Groundwork for the Future of AI PM

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 Community [https://thedigitalprojectmanager.com/free-account/] * Subscribe to the newsletter [https://thedigitalprojectmanager.com/subscribe/] to get our latest articles and podcasts * Connect with James on LinkedIn [https://www.linkedin.com/in/jamesgarner1976/] * Visit Gleeds [https://www.gleeds.com/] and Project Flux [https://www.projectflux.ai/]

Where AI Actually Fits on a Project Team

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 Community [https://thedigitalprojectmanager.com/free-account/] * Subscribe to the newsletter [https://thedigitalprojectmanager.com/subscribe/] to get our latest articles and podcasts * Connect with Bernarda on LinkedIn [https://www.linkedin.com/in/bvrbat/] * Visit Productive [https://productive.io/]

How AI-Native Teams Deliver Creative Work Differently

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, or quality. Broadcast live from the Cannes Lions International Festival of Creativity, this conversation explores why so much AI-generated work falls flat, how thoughtful agencies are integrating AI across strategy, ideation, and production, and why the future of creative work may depend less on mastering tools and more on strengthening human judgment. Resources from this episode: * Join the Digital Project Manager Community [https://thedigitalprojectmanager.com/free-account/] * Subscribe to the newsletter [https://thedigitalprojectmanager.com/subscribe/] to get our latest articles and podcasts * Connect with Eric [https://www.linkedin.com/in/oldrin/] and Tom [https://www.linkedin.com/in/tombbrown141/] on LinkedIn * Visit Original Model Creative Agency [https://www.originalmodel.com/]

The Collaboration Problem Most Remote Teams Ignore

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 intentional collaboration matters more than ever, and how project leaders can recreate the trust, creativity, and learning that once happened naturally in shared office spaces. They also dive into AI's growing role in team collaboration—and why efficiency alone isn't enough to build high-performing teams. Resources from this episode: * Join the Digital Project Manager Community [https://thedigitalprojectmanager.com/free-account/] * Subscribe to the newsletter [https://thedigitalprojectmanager.com/subscribe/] to get our latest articles and podcasts * Connect with Karen on LinkedIn [https://www.linkedin.com/in/karenkchong/] * Visit Abracademy [https://abracademy.com/] & The Mind Blend podcast [https://mindblend.podview.com/]