AI Readiness Gap: There’s No True Playbook for AI Development, So Here’s the Next Best Thing with Lauren Gregor

Hebba Youssef
Hebba Youssef
May 6, 2026

Fun fact: 56% of HR leaders expect AI to change how we develop and train employees.

So most of us can see it coming which is cool, but the problem is that seeing the freight train and knowing how to get off the tracks are two very different things! 

I sat down with Lauren Gregor, who has built and operated businesses across industries and learned most of what she knows the same way the rest of us did, which is by being the person in the room who had to figure it out. 

We got into what a realistic AI development strategy actually looks like (hint: it’s not a one-size-fits-all e-learning module and a prayer), how to stop making the same mistakes everyone’s making when trying to build an AI learning culture, and what to do if you’re feeling behind right now, which currently sounds like a lot of folks!

00:00:00 – Intro

00:03:24 – The Shift in Mindset Towards AI

00:10:09 – Teaching Yourself in an Unstructured Learning Environment

00:19:58 – Common Mistakes Companies Make Trying to Build an AI Learning Culture

00:28:05 – Keeping the Human Part of L&D Front and Center

00:32:36 – What Does a Realistic, Well-executed Employee Development Strategy for AI Look Like?

00:38:22 – Lauren’s Advice if You’re Feeling Behind on AI Right Now

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LinkedIn: https://www.linkedin.com/in/laurengregor/

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Hebba Youssef
Hebba Youssef