The Playbook for Creating AI Teammates That Actually Work

The Digital Project Manager

The Digital Project Manager
The Playbook for Creating AI Teammates That Actually Work
Dec 16, 2025
Galen Low

Building AI teammates isn’t a future-state fantasy—it’s already happening. Megan Ratcliff shares how she tackled resource constraints in SaaS marketing by creating a custom AI ecosystem that filled key gaps across content, strategy, and cross-functional alignment. The result? Less time on execution, more space for strategic leadership.

This conversation brings grounded insight into how AI can be used to replace tasks, not people—while creating opportunities to reimagine roles entirely. From demystifying the learning curve to managing team adoption and navigating the future of work, Megan offers a clear-eyed look at how to use AI meaningfully without losing the human judgment that drives results.

Resources from this episode:

Episode Artwork The Playbook for Creating AI Teammates That Actually Work 48:26 Episode Artwork How to Manage Projects Like Investments (Not Just Deliverables) 48:54 Episode Artwork Why Tracking Time Won’t Save Your Agency’s Margins 44:15 Episode Artwork A Privacy-First AI Strategy: What It Looks Like and Why It Matters 51:56 Episode Artwork Why Listening to Your Body Is a Leadership Superpower 1:00:13 Episode Artwork How to Pivot into Healthcare Project Management (Without Starting Over) 51:25 Episode Artwork How Building AI Products is Different—and Why Product Teams Need to Evolve 43:47 Episode Artwork How Empathetic Communication Unlocks Innovation at Speed 54:24 Episode Artwork How Project Leaders Can Run Projects Like Founders 44:54 Episode Artwork How to Lead AI Organizational Change in a Complex Enterprise 48:10 Episode Artwork How Project Leaders Can Close The Trust Gap In AI-Powered Projects 52:14 Episode Artwork How to Know If Your Team’s Ready for AI in PM Software 59:13 Episode Artwork How to Start a PM Career When Generative AI is Replacing Entry-Level Roles 47:22 Episode Artwork Turning AI Experiments Into Agency Impact: Transforming Curiosity Into Measurable Results 39:26 Episode Artwork How AI Leadership Shapes Project Delivery (and When You Need It) 46:51 Episode Artwork Why Automating Everything is The Wrong Move (And What to do Instead) 43:02 Episode Artwork Are You Tracking the Wrong Metrics? How AI Can De-Risk Delivery 40:45 Episode Artwork Beyond the Billable Hour: How AI Is Making Time & Materials Irrelevant 56:01 Episode Artwork How Can We Lead Creative Projects Now That AI Has Entered The Chat? 38:42 Episode Artwork The Retro: Designing Your PM Career for More Pay and Purpose 48:36 Episode Artwork The Retro: How to Negotiate a Raise as a PM (And Actually Get It) 45:49 Episode Artwork The Retro: How Great PMs Tackle Interview Curveballs 30:32 Episode Artwork AI Is Amazing. So Why Does It Still Suck for Project Managers? 19:51 Episode Artwork The Retro: Why Time Tracking Sucks (And How to Make it Suck Less) 49:41 Episode Artwork How to Give Your New AI Tool or Process the Best Chance of Being Adopted 40:01