The $2000 Night Room

I just had lunch with someone who sold a billion-dollar company. What stuck with me wasn't the money, it was how seriously he took standards. Not just in his work but through his entire life. This month I talk about what standards really mean, why they're just values in action, a ...  Show more

It's New Year's Eve, and I've been taking stock of everything 2025 threw my way and what I want 2026 to look like. There were plenty of ups and downs, but what didn't work has forced me to rethink how I lead. In this episode, I talk honestly about what's changing at AppSumo, what ...  Show more

Chris and I have been leaning into connection rituals that help us romanticize our life, our marriage, and the businesses we’ve built. On a recent date night, we asked three questions that completely shifted our conversation, our energy, and the way we looked back on our week. In ...  Show more

When you’re ready to expand, you’re also calling in the exact challenges that will force you to grow. In this episode, I share what happened after speaking at the Aspire Tour and how it doesn't mean things feel easy even when you’re in your zone of genius. I talk about how big go ...  Show more

Some advice is so powerful that you build your entire life around it. In this episode, Chris and I each share the 3 most impactful pieces of advice we’ve ever received. These are the kinds of wisdom that changed how we lead, connect, and create success together. We talk about how ...  Show more

This week, Chris and I are celebrating 20 years of marriage! Looking back, it’s been the most beautiful, wild, and challenging adventure of our lives. There were years we weren’t sure we’d make it, but through personal growth, open agreements, and a shared dream, we’ve built not ...  Show more