When I was building Shipt in San Francisco, I met Kathy MacDonald, an incredible recruiter. She’d placed several EAs for people like Steve Jobs & Elon Musk – way higher-flying leaders than I am. I told her I needed an EA in Birmingham and knew she would find the right person.

I hate 1:1s. Not because I don’t want to talk to my team. We talk all the time. Everything is out in the open. We talk in the middle of the office and in public Slack channels. If I’m having a conversation that can help one person, it should help everyone. Closed-door

Is it just me or does the whole Trump / Elon deal feel like when Axe and Dollar Bill staged a fight and falling out in Axe’s office on Billions?

People that don’t keep their phone on silent (constant ringing/notifications especially at restaurants), listen to videos on speaker, or have conversations on speaker in public are obnoxious. Have some decency!

When I was a kid in the ’90s, I spent summer days watching CNBC. I dreamed of being a trader on the floor of the NYSE, in the middle of the action. Luckily, I didn’t go that route – trading has gone almost fully electronic. But last August, I got to live out that dream in a

People always ask how I think about competitors. I don’t. If you’re focused on them, you’ll build a worse version of their product and be six months behind. Know what’s happening. But don’t let it distract you. Winning isn’t just about having the best product. It’s about

I’ve always said you have to “own the cookie.” When people ask what makes Landing different, I tell them: we own the demand. We’ve built a loyal following of customers that keeps our apartment units filled at high occupancy, and that’s what drives revenue for our Partners. Own

In 2019, I met Marcus Higgins while looking for a CEO for Shipt. He was sharp, thoughtful, and clearly thought differently. But I decided during the process that it was time to build another company, so I put the search on hold. We stayed in touch and met up in Dallas a few

Founders spend too much time worrying about what could go wrong. Most of the time, those things don’t happen. There are no perfect conditions, and there’s no perfect product. The first version of Shipt failed. We started in big-box retail and ended in grocery delivery. That’s

If you can get 1% better every week, in 10 years, your business will be 150 times better. That's a 16,000% improvement. And if you improve 1% a day, you’ll be about 1.615545 quadrillion times better! That’s the magic of compounding. It’s incomprehensible. It’s driven by

I talk to “wantrepreneurs” regularly. They want to be an entrepreneur, but they won’t take that step, take that risk, and just go do it. Ideas are worthless unless they’re executed. If you start building, you’ll be ahead of 99% of people. The best entrepreneurs just 𝘨𝘰.

I’ve been lucky enough to have a core team stick with me through multiple exits. The top qualities I look for when I’m building teams: • Taking extreme ownership • Fixing problems and building without waiting for direction • Wearing multiple hats • Holding others

In 2018, I helped found a bank to solve a problem. As someone who built several businesses, I knew how crucial it is to have trusted bankers on speed dial. That type of service is in short supply, so we built it. CommerceOne was born, and so was our motto: Relentless and

Bill Carr single-handedly transformed my thinking on operating high-growth businesses. He spent 15 years at Amazon leading digital media. The processes he lays out in his book, Working Backwards, are game changing. He is one of those rare consultants that can actually execute.