The Retro: The AI Skills That Will Future-proof Your Career

The Digital Project Manager

In this episode of The Digital Project Manager podcast, Kelsey Alpaio sits down with Oliver Yarbrough—founder of Not Your Father’s AI and a LinkedIn Learning instructor—to talk about the AI-driven future of project management. With automation creeping into every corner of our workflows, PMs are no longer just task managers; they're becoming AI operators, process optimizers, and digital workforce leaders.

Oliver breaks down what PMs should be doing today to stay ahead: learning to communicate effectively with AI tools, mastering process optimization, and strengthening foundational PM skills. Whether you're just starting to explore AI tools or already dabbling in automation, this episode gives you a roadmap for evolving your skill set and redefining your value as a project manager in an increasingly digital workplace.

Resources from this episode:

• Join DPM Membership
• Subscribe to the newsletter to get our latest articles and podcasts
• Connect with Oliver on LinkedIn
• Check out Not Your Father's A.I.

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1. Introduction to AI in Project Management (00:00:00)

2. AI's Future Impact on PM Roles (00:03:02)

3. Three Core Skills for Future PMs (00:04:52)

4. AI Skill Building: 101 to 301 Levels (00:09:14)

5. Overcoming Organizational AI Hesitancy (00:15:49)

6. Avoiding Common AI Pitfalls (00:16:59)

7. Staying Current With AI Changes (00:19:35)

8. One Action to Future-Proof Your Career (00:21:07)