Why Most Enterprise AI Projects Fail—And What You Can Do Differently

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Implementors

Guidewise

62 episodes

15 hours ago

We get it. Ideas are easy, but implementation is hard. Presented by Guidewise, the Implementors podcast connects you to the insights, stories, and lessons learned of individuals who have mastered implementation. Through intimate interviews with entrepreneurs, business leaders, changemakers, and other Implementors, Guidewise CEO and Implementors' host, Ted Wolf, guides the audience through engaging, entertaining analyses of how implementation can make or break your company. Join us as we uncover the secrets of successful implementation, so you can conquer your implementation struggles.

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Why Most Enterprise AI Projects Fail—And What You Can Do Differently | Inflection AI COO Ted Shelton

Implementors

51 minutes 3 seconds

4 months ago

Why Most Enterprise AI Projects Fail—And What You Can Do Differently | Inflection AI COO Ted Shelton

Ideas are easy. AI implementation is hard. We make it smarter, faster, and more human. Subscribe now to lead AI change.

Join host Ted Wolf, Co-Founder & CEO of Guidewise, for a candid, insight-packed conversation with Ted Shelton—COO of Inflection AI and veteran enterprise transformation leader—on the latest episode of Implementors. Drawing from decades of experience at Bain & Company, Cognizant, and now Inflection, Ted unpacks why so many enterprise AI initiatives stall out—and what leaders can do differently. From navigating cultural resistance to rethinking incentive structures and education, Ted lays out a clear-eyed framework for successful AI adoption. He shares practical lessons on experimentation, speed, and how to build internal labs that keep pace with exponential change. Most importantly, he explains why emotional intelligence is becoming the most underrated skill in enterprise transformation—and how leaders can build trust in an era of uncertainty. Whether you’re charting your first AI roadmap or wrestling with execution at scale, this episode offers hard-won wisdom to help you lead real, human-centered change.

ABOUT TED SHELTON: Ted Shelton is a seasoned enterprise strategist and transformation leader with deep expertise in AI implementation, organizational change, and digital operations. As Chief Operating Officer of Inflection AI, Ted helps large-scale organizations navigate the complex shift from idea to impact—leveraging advanced AI to enhance human collaboration, productivity, and decision-making.

With prior leadership roles at Bain & Company, Cognizant, and Genpact, Ted has spent decades guiding Fortune 500 companies through high-stakes technology transitions. At Inflection, he’s helping to redefine enterprise AI by focusing on speed, experimentation, and emotionally intelligent human-AI interactions. Ted is also the author of the widely followed “Infinite Future” newsletter, where he explores the intersection of exponential tech, leadership, and the future of work. His frameworks for enabling innovation—through executive education, employee empowerment, and AI innovation labs—have become go-to playbooks for enterprises seeking to move faster without losing trust or traction. Follow Ted on LinkedIn: https://www.linkedin.com/in/tshelton/ Subscribe to his newsletter: https://www.linkedin.com/newsletters/infinite-future

ABOUT GUIDEWISE: At Guidewise, we blend operational expertise with AI-driven workforce analytics to guide enterprise organizations through impactful, enterprise AI implementation, digital transformation, and change adoption. Aiding our industry experts, our software harnesses AI and machine learning to integrate real-time people data into adaptive change management strategies -- anticipating challenges, minimizing resistance, and driving lasting success. Let's talk about your organization's AI strategy and change adoption needs today: https://www.guidewise.ai/contact/.

🚨 DON’T MISS OUR UPCOMING WORKSHOP 🚨

~ Execution or Extinction: Leading Change in the Age of AI ~

AI isn’t just a tech challenge—it’s a leadership one. Join us for a high-impact workshop focused on the human side of AI transformation—the emotional resistance, cultural friction, and hidden belief breakdowns that quietly derail even the best-funded enterprise AI initiatives.

✅ Learn how to:

- Spot the silent saboteurs of change

- Align beliefs, behaviors, and systems for real adoption

- Lead with confidence in the age of intelligent machines

🎁 EXCLUSIVE BONUS:

Each live event attendee gets a free 1:1 working session with the Guidewise team (a $250+ value) to help you apply what you learn directly to your organization.

‼️‼️‼️ Seats are limited! Register now:

👉 https://events.guidewise.ai/execution-or-extinction

💡 Special Offer for Our Community of Implementors:

~ Use promo code ‘implement’ when you register to waive your admission fee.