• Punks & Pinstripes is a curated executive community for people who achieved incredible success, found they needed something more, and started climbing the second mountain of their career.

    Most executive communities are for people trying to achieve society’s definition of success. Punks & Pinstripes is ffor people doing the best work of their life as the truest version of themselves.

  • Our events are designed to foster connection, spark creativity, and tackle real challenges. Here's what you can expect:

    Members-Only Events

    • Help a Punk: Intimate group-coaching sessions where one member shares their toughest challenge and receives actionable insights, support, and ideas from the group.

    • Feasts: Monthly home-cooked dinners for 12 members, hosted in a member’s home.

    • Happy Hour: We gather for drinks once a month.

    • Co-Working Days: Twice a month, members gather for collaborative work sessions in our co-working space.

    • Retreats: Immersive experiences in incredible destinations like Copenhagen, Playa del Carmen, and Park City.

    • Virtual Mastermind: Monthly virtual group-coaching sessions and conversations. 

    Open Events (Free for Members)

    • Chapter 2 Dinner Series: Dinner conversations featuring people who’ve successfully built incredible breakthroughs. Past guests include Stephen Gates, Reza Aslan, and Cindy Gallop.

  • Membership is capped at 200 people to ensure quality and exclusivity. Here, our members speak candidly about the moments that pushed them to leave their first mountaintop, the bad advice that held them in the valley, and how they reached their second mountaintop. Only a select few can honor that level of vulnerability—we won’t dilute it.

  • Punks & Pinstripes is primarily an in-person community. Most of our members live in or travel to NYC. We’ve tried expanding beyond NYC and it never quite clicked. So, we eventually just decided to stay here.

  • Membership is $7,000 per year.

  • Punks & Pinstripes is referral only. If you know someone who’s already a member, reach out for a referral. If you don’t, don’t worry! Come to one of our events and introduce yourself. We’re friendly. I promise.