The High of Being On the Road It’s conference season, and I’m in my element. I’m hopping from city to city, speaking, networking, teaching, and soaking up the energy of every packed room, hallway chat, and happy hour. I’m a full-blown social butterfly with a capital FOMO. If something’s happening,

I’m in the middle of selling my company. Again. This isn’t a story from five years ago. This is happening right now. I listed CORE Financial less than two weeks ago, and I’ve already received two letters of intent this week. No broker. No paid ads. Just one post on

Some people collect software logos like merit badges.They slap on partnerships, spin up hashtags, and call themselves “advisors” to tools they barely log into. I can’t do it. I’ve never been able to. It’s not about ego. It’s about loyalty. I’ve always been wired that way. I’m the person who

Last week, I headed to San Francisco for Rippling’s 2025 Partner Advisory Board summit. And while I’m definitely not mad about the welcome reception, Giants game, or dinner at Mister Jiu’s, that’s not what makes this trip important. What matters most to me is being in the room where conversations

Today, someone said something to me that stopped me in my tracks. “I’ve come to realize that there are several ways to do things, and not one way is always right.” At first, I brushed it off like a cute little nugget of wisdom. But the more I sat with

I know we live in a world of “move fast and break things,” but I built my businesses by doing the exact opposite. I take a little longer, I slow down, and I do things the right way the first time—because doing it wrong and fixing it later costs a

I have always been serious about my dental hygiene. I mean, really serious. I’ve got the Sonicare, the Waterpik, and I’m a semi-aggressive flosser. If there were Olympic medals for plaque removal, I’d at least qualify for trials. For years, I loved brushing my teeth. There was something satisfying about

Mistakes in business can be expensive—sometimes very expensive. And this one? It cost me $8,000. Not just in cash, but in reputation, future referrals, and ongoing business. All because we broke our own rules. The Cost of Making Exceptions We let a client operate outside our carefully built systems and

Let’s be real—if you’ve ever felt like you’re not good enough, not experienced enough, or just straight-up faking it, you’re not alone. Imposter syndrome is one of the biggest mental traps entrepreneurs face, and the worst part? It doesn’t go away just because you get more successful. In fact, the