In 2025, the best predictor of a future customer isn’t their job title or ZIP code. It’s what’s happening in their life right now.

Like baseball, job hunting is a game of failure. Something I tell my Little Leaguers (and I’ve said the same to Middle School players and High School players) is that there are a lot of guys in Cooperstown who hit .300 — which means they failed at the plate 70% of the time. Meanwhile, on LinkedIn, if you get one email back out of 100 applications, you’re basically Ken Griffey Jr.

According to Statista, over 100 million people use ChatGPT weekly. A 2024 survey from Gartner found that 56% of Gen Z and Millennials have used a generative AI tool to assist in a purchase decision. That’s not a trend—it’s a tectonic shift in how people search, shop, and interact with brands.

So, an elder millennial walks into a job interview… My thoughts, frustrations, and coming to terms with the changing norms of today’s job market.