Mastermind · Men Only · Family Business Leadership
A peer advisory mastermind exclusively for men who own, lead, or operate family businesses — and want a room where they can think out loud, sharpen strategy, and solve the hard problems with other men who actually get it.
Why This Mastermind Exists
Family business is unlike any other business. The stakes are personal. The org chart is also the family tree. And the decisions you make at work follow you home — every single night.
There's a real and growing demand from men who lead family businesses for a space that's exclusively theirs — where they can speak frankly about succession, authority, sibling dynamics, financial pressure, and the weight of legacy without self-editing.
This mastermind was built for exactly that. No mixed-format peer groups. No corporate jargon. Just a tight room of men navigating the same terrain, led by one of the most respected advisors to family enterprises in the country.
“The hardest part of running a family business isn't the business. It's knowing when you're the founder, when you're the son, and when you're the boss — sometimes in the same hour.”
Is This For You
The Format
Capped at 8 men. That's not an accident — it's the number that allows everyone to get real airtime, real feedback, and a genuine relationship with every other member. No one gets lost in the group. No one gets to hide.
8 Members Maximum · Private Cohort
7 weeks. Bi-weekly. 90 minutes per session. Each meeting includes structured teaching, hot-seat problem-solving, and live Q&A with expert guests. Available via Zoom or in person — designed to fit your schedule without excuses.
7 Weeks · Bi-Weekly · 90 Min · Zoom or In Person
You leave with sharper strategy, a clearer leadership identity, and tools you can use the morning after every session — not in six months when things have shifted again. Members regularly continue after the initial cohort ends.
Actionable Takeaways · Ongoing Community
What We Cover
Every session is structured but never scripted. The agenda is built around what the room needs. These are the core territories we cover — and the conversations that tend to go the deepest.
How to claim and hold leadership authority in a family setting without igniting resentment — across generations and across roles.
Planning transitions that protect both the business and the family. When to pass the torch, how to structure the handover, and how to stay involved without undermining what you built.
Building the agreements, roles, and decision-making frameworks that keep business and family relationships from colliding in the worst moments.
How to have the hard conversations — compensation, equity, underperformance, exits — with family members, without permanently damaging the relationship.
Defining yourself as a leader — separate from your role as son, father, or brother — and building the executive presence and reputation that earns real respect inside and outside the business.
Navigating the gap between how things were done and how they need to evolve — without dismissing legacy or being paralyzed by it.
Cutting through the noise to build systems, accountability, and workflows that actually function — even when your team is also your family.
What to do when business disputes become personal, when alliances form, when resentment builds quietly. Real strategies for real family business conflict — not corporate HR frameworks.
2026 Schedule
Investment
The group stays at 8 for a reason. Every member is vetted to ensure the right fit — for you and for them. A brief call with Jocelyn's team is the first step. Investment details are shared during that conversation.
Your Facilitator
Jocelyn Greenky is a business transformation strategist and one of the most trusted advisors to family enterprises in the country. With 40+ years inside boardrooms, family businesses, and leadership teams across North America, South America, Mexico, and Europe, she has seen — and helped navigate — every iteration of what it means to lead when it's personal.
She has spoken at the United Nations, Fortune 500 companies, and MBA programs worldwide. Her thought leadership has been featured in The New York Times, Forbes, Fortune, Wall Street Journal, Washington Post, Entrepreneur, Business Insider, and more. She is an adjunct professor at NYU Tisch School of the Arts and the author of a nationally recognized book on business and relationships.
She facilitates this group because she understands that the most important conversations family business leaders need to have — they can't have anywhere else.
“Men in family businesses are often the most isolated leaders in the room. They can't fully talk to their family. They can't fully talk to their team. This mastermind exists to give them a room that's actually theirs.”
Jocelyn doesn't just facilitate — she challenges. She's been inside enough family businesses to know when a story is real and when it's the version someone tells themselves. The room she creates is safe, but it's not soft.
Learn More About JocelynFrom the Room
“I've been in mastermind groups before. This is the first one where I actually said what I meant. Being in a room with men who are in the same situation — you stop translating. You just talk.”
Family Business Operator
“I came in thinking I needed better systems. What I actually needed was a clearer sense of my own authority — where it starts and where it ends. This group helped me find that.”
Second-Generation Business Leader
“The hot-seat format is uncomfortable in exactly the right way. You can't hide. And when six other men who run family businesses are giving you feedback, you listen differently than you would anywhere else.”
Family Business Owner
“Jocelyn doesn't let you off the hook. She's seen too many family businesses to accept the comfortable version of the story. That's exactly what I needed — someone who could see around the corner.”
Founder & Family Business Operator
Limited Cohorts · Men Only
8 men. 7 weeks. The conversations you've needed to have for years — in a space built for exactly this.
