What happens when the systems and people you thought would solve your problems… stop fitting the season you’re in? In this episode, I share an honest follow-up on hiring (and eventually parting ways with) my executive assistant after nearly two years. I break down what worked, what quietly fell apart over time, and why AI is starting to change the equation for founders trying to delegate effectively. You’ll learn where an EA can create massive leverage and how leadership, communication, and motivation matter far more than most people realize.

I also reflect on something bigger that’s been hitting me lately: the people building major brands and successful companies aren’t superheroes. They’re ordinary people who kept showing up long enough to create something meaningful. Through stories about founders I’ve watched grow from scrappy beginners into nationally recognized entrepreneurs, this episode explores what it really means to build, lead, and figure things out as you go.

You can find show notes and more information by clicking here: https://tinyurl.com/565x6cut

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