George Halfkenny, co-founder of Pivot with AIDavid B. Wright, co-founder of Pivot with AI
Founders

We're George and David — and we've been the person who felt behind on AI.

Between us, decades in marketing, enterprise technology, AI, and executive education. We watched brilliant, experienced professionals get quietly pushed out of a wave that should reward their judgment most.

We tried the noisy courses and the guru content. It wasn't built for how you actually work at 45+ in 2026. So we built what we wished existed: small group learning (8–12 peers over 6 weeks—we often call it a cohort).

“Your next chapter doesn't start by keeping up. It starts by leveraging what younger operators don't have: time, judgment, and network.”

Learn more about the founders

Full bios—careers, philosophy, and why they teach at Pivot with AI.

Why Pivot with AI exists

Built for the experienced — implementation first.

Generic AI content assumes you're 25 or have infinite time. We focus on workflows you ship the same week through small group learning—live sessions, accountability, 8–12 professionals, not a pile of videos you never finish.

The problem

You've built real careers. The narrative acts like you haven't.

Everywhere you look, AI content is made for 22-year-old engineers, early-stage founders, or wannabe influencers. Meanwhile you, the director, the VP, the seasoned consultant, are watching your industry change faster than your company can react.

The generic courses feel condescending. The Twitter gurus feel hollow. None of it meets you where you are: someone with 20–40 years of judgment who doesn't need another basics course.

The solution

A curated room of peers. Built for implementation, not theory.

Pivot with AI is a high-trust path for late-career professionals who want AI to work in their real job—whether you stay in corporate or build what's next.

Peer learning over guru lectures. Small groups and accountability over endless noise. Every framework filtered through: does this move an experienced professional toward their next chapter?

Professional at work with laptop
Positioning

Who Pivot with AI is not for.

We're a specific community with a specific mission. That means saying no to a lot of otherwise good-fit people.

Early-career professionals, there are plenty of great spaces, this isn't one of them.
People looking for another 'AI course' to buy and never use.
Hype-chasers looking for the next AI side-hustle trend.
Anyone who wants to learn to code or build models, we focus on applied, no-code AI.

Who Pivot with AI is for.

Directors, VPs, and senior managers in corporate roles.
Consultants, coaches, and independent operators 45+.
Late-career specialists in marketing, HR, finance, legal, ops.
Anyone serious about using AI to extend, or reinvent, their career.
Confident professional in a boardroom meeting

If this sounds like the room you want to be in, start with the assessment.

We'll show you the webinar, small group learning, and community paths in plain language.

Quick AI Assessment