Why Top-Down AI Strategies Might Fall Short Without the Right Leadership and Expertise

The Digital Project Manager

The Digital Project Manager
Why Top-Down AI Strategies Might Fall Short Without the Right Leadership and Expertise
Sep 11, 2025
Galen Low and Kelsey Alpaio

When is the right time to hire an AI leader, and what do they actually do once they’re in the door? In this episode, Galen Low sits down with Tim Fisher, VP of AI at Black & White Zebra, to unpack the real-world impact of AI leadership roles. Together they explore the tension between hype and practicality, the mix of skills needed to bridge tech, business, and people, and why AI leadership is less about flashy experiments and more about building trust, change readiness, and operational maturity.

Tim shares candid insights from his own path into the role, offering a grounded look at how organizations can approach AI without losing sight of their business goals—or their people. If you’ve ever wondered whether a VP of AI is a made-up job, or how AI leadership can actually smooth project delivery, this conversation is for you.

Episode Artwork Why Top-Down AI Strategies Might Fall Short Without the Right Leadership and Expertise 46:28 Episode Artwork Why Automating Everything is The Wrong Move (And What to do Instead) 42:39 Episode Artwork Are You Tracking the Wrong Metrics? How AI Can De-Risk Delivery 40:23 Episode Artwork Beyond the Billable Hour: How AI Is Making Time & Materials Irrelevant 55:39 Episode Artwork How Can We Lead Creative Projects Now That AI Has Entered The Chat? 38:19 Episode Artwork The Retro: Designing Your PM Career for More Pay and Purpose 48:14 Episode Artwork The Retro: How to Negotiate a Raise as a PM (And Actually Get It) 45:27 Episode Artwork The Retro: How Great PMs Tackle Interview Curveballs 30:10 Episode Artwork AI Is Amazing. So Why Does It Still Suck for Project Managers? 19:29 Episode Artwork The Retro: Why Time Tracking Sucks (And How to Make it Suck Less) 49:19 Episode Artwork How to Give Your New AI Tool or Process the Best Chance of Being Adopted 39:38 Episode Artwork The Retro: The AI Skills That Will Future-proof Your Career 23:11 Episode Artwork How Project Managers Can Thrive In Evolving Agency Models 42:17 Episode Artwork The Retro: How to Pass The PMP Exam Without Burning Out 31:45 Episode Artwork How To Build A Career As A Fractional PM 51:56 Episode Artwork The Retro: How 3 PMs Rebuilt Their Careers After Layoffs 21:58 Episode Artwork How To Use OKRs In Your Project To Amplify Its Business Impact 46:06 Episode Artwork The Retro: How to Negotiate for The Salary You Deserve as a PM 11:27 Episode Artwork How a Shared AI Mindset Can Drive Real Organizational Transformation 46:18 Episode Artwork The Retro: How to Get Promoted and Become a Senior PM 23:35 Episode Artwork How to Pivot into Project Management from Any Career Background 45:18 Episode Artwork The Retro: How to Transition into a Project Management Role 21:27 Episode Artwork How to Master the Delicate Art of Not Knowing Everything as a Technical PM 29:27 Episode Artwork What’s Coming Up for The Digital Project Manager and The DPM Podcast 17:33 Episode Artwork How to Create a Policy and Process for Ending Toxic Client Relationships 31:13