This couldn’t be more true. My biggest regrets are not seeing some of my startups through and giving up too early. Selling too early, pivoting unnecessarily or shutting down and moving on. With hindsight if I stayed the course and didn’t give up, I think I would have found

are haircuts the best founder think sessions? You can’t look at your phone, you can’t multitask you just sit there in forced peace while someone fixes your chaos. I didn’t have any billion $ insights just now, but for 30 minutes it felt like a mini mindfulness retreat. With

Mid-Season Highlights

This sounds good until you look at the data.

for me personally, having a group of peers, in a similar life and biz stage was a magical unlock. it's not for everyone, but for those that are open and ready to give, it just makes everything better.

How I cured founder loneliness

Learning to speak how you write and write how you speak is more important than ever in a world with AI. Much like fitness, the “speak how you write” portion of that argument cannot be cheated; you have to put in the real work. AI cannot save you when speaking live as a human.

Spend a decade giving. Helping. Showing up without keeping score. You won’t notice anything happening… until one day you’re under fire. And then all those people you supported without ever asking for a thing show up, stand tall, and protect you. Generosity compounds. Quietly.

Just in the last 8 hours, I have been presented with 3 partnerships, 2 new roles we should expand hiring to, and 2 new revenue lines. It takes so much energy and discipline to keep turning all of them down, as each one sounds amazing, but with each comes a new distraction, and

Every founder says they’re focused… until a competitor launches something and suddenly they’re rewriting their whole strategy deck at 2am. The truth? Most companies don’t lose because someone else “beat” them, they lose because they abandoned their plan that was working the

why i sold my ferrari last month and the joy curve...

How has it been 4 years already???? 🔥

Are you long-term greedy, or short-term clever? “Long-term greedy” means you make decisions that might cost you today but compound for years. Most people (me included) chase the quick win the cash grab, the headline, the dopamine hit. I did this myself for years after leaving

How top founders actually build powerful networks (not the LinkedIn kind):🧵 The best networks aren’t built by asking for favors, they’re built by creating value first. Every great connector I know leads with: “How can I help?” Not “What can you do for me?” The real move is

I sold my company for over $40 million when I was 31. Here’s every idea I tried before my big win: 1. In high school I made $2,500 one summer flipping seniors’ used sports gear on eBay. 2. At 20, I launched a hot dog stand called Southern Sam’s: Wieners as Big as a Baby’s Arm.

I'm hosting an event called Sh*t, I'm F*cked in Nov in NYC. I thought this would be stupid, but I’ve never seen engagement like this before. Turns out we’re just a bunch of sick freaks. You see, we launched a Slack channel in our Hampton community called “Sh*t, I’m F*cked.”

Do you want to get paid to talk to business owners all day? I'm hiring for 2 of the most fun roles at Hampton: 1. A chapter lead 2. Manager of the chapter leads Chapter leads run their city chapter. Hampton has 13 chapters. Your job: be their concierge. A member in your

This Nov. Hampon's hosting an event in NYC called Shit, I'm Fucked. This Nov. Non-members are welcome. The premise: you have 7 minutes to tell a story about your biggest biz failure. Must now be a (at least) mildly successful entrepreneur now so at least we know the story has

Hampton has a Slack channel called sh*t i'm f*cked where people tell stories when they nearly failed. The channel is our most popular channel. Its honestly pretty awesome seeing super successful people talk about near-business-death experiences. Also fun to celebrate these

Hampton is now more IRL than we are virtual. Last March we only offered virtual Core group meetings (you're monthly meeting w/ founders like you). To pivot to IRL, we had to: - we had to get the current virtual Core groups to switch to IRL - had to go out and get more members

We’re proud to be featured in SiGMA Magazine Issue 35. Explore how AcuityTec is redefining fraud defence for iGaming operators with real-time KYT intelligence, adaptive risk screening, and pKYC automation to ensure safer, smarter, and compliant player experiences.

My past startups were about how high I could climb Hampton is about how many people I can help climb And that shift feels like the real win

I don’t think I knew it at the time, but it’s clear now, That is why I built Hampton Not to add another trophy But to create the community I always needed and never truly had A place where founders grow together and no one has to do it alone

The second curve is about crystallized intelligence Wisdom, teaching, connection, service Not proving yourself but helping others become more than they thought possible