The Fleet
Your Home at Sea
Two chapters. Two world-class vessels. Each purpose-fitted for an experience that is equal parts productive and spectacular.
Founding Members — Lock In Your Rate
Business. Brotherhood. Open Water.
The Island Club is accepting Founding Members for both chapters. Lock in the $1,000/month rate permanently — this rate increases in 90 days. Be part of the founding crew of an exclusive peer group for operators and founders.
Business. Brotherhood. Open Water.
Fifteen vetted men. A private yacht. Once a month in Marina del Rey and San Diego. Great food, real conversations, and the kind of relationships most men stop making after 35.
Think of it as a crew—people who get what you're building, who understand the weight of responsibility, and who show up not because they have to, but because they want to. Between gatherings, you've got a direct line to members across two chapters.
Two chapters. Two coastlines. One club.
How It Works
A private gathering designed for real conversation, good people, and honest support. Here's what makes The Island Club different.
A 55–65ft private yacht with a captain and onboard chef. Fifteen of you. Open water. No crowds, no agendas we didn't set, and no one trying to sell you something.
Founders, operators, and entrepreneurs actively building something. The screening is real — we're looking for people who are serious about their work and serious about showing up for others.
A full lunch prepared on deck. Everyone eats together. The best conversations happen here — the ones that lead to partnerships, referrals, and real friendships.
A single structured topic each month—something worth talking about. Not a lecture. A conversation with people who understand your world.
Hours of uninterrupted time with your peers. Business talk. Personal talk. The stuff that matters. You leave with perspective you couldn't have found alone.
Direct access to everyone in the room. An active private channel. Members help each other with intros, advice, and support. The real value is the ongoing connection.
Day at Sea
No rigid agenda. One 20-minute structured lunch. The rest is conversation, connection, and time to think.
Coffee, breakfast, and time to settle in. No agenda yet. Just people arriving, catching up, and finding a seat on deck.
Sunset TrioCaptain casts off and we head out toward Malibu waters. Crew briefing on safety and day logistics. Deck hands make sure you're settled — drinks in hand, sun in face.
The conversation starts naturally. Some days we have a structured topic — AI, deals, operations. Other days it's pure open dialogue. Find the people working on what interests you.
Chef serves on deck as we cruise the LA coastline. One quick round-robin — what are you working on right now? One win, one challenge. Then everyone eats and talks for real.
The Only Agenda ItemLunch done, energy shifts. Deeper conversations happen. People exchange ideas, make introductions, plan follow-ups. This is where real momentum builds — unexpected partnerships start here.
We head back to the slip. You exchange numbers with the people who mattered. Plans are made. That's a good month.
Coffee, breakfast, and time to settle in on deck. The boat crew is ready. You're ready. It's time to see who showed up this month.
Sunset DuoCaptain takes us out into San Diego Bay — heading toward Coronado or Mission Beach depending on conditions and mood. Deck crew briefs everyone. First drinks are poured.
Conversations flow naturally. Some gatherings have a structured topic — others are pure dialogue. You find the people doing interesting work and dive in.
Chef serves on deck as we cruise San Diego Bay. One quick round — what's moving the needle for you? Then you eat, look at the Coronado Bridge, and talk to whoever's sitting next to you.
The Only Agenda ItemPost-lunch is where things get real. People break into smaller clusters. Real advice gets shared. Introductions are made that lead to deals. This is the payoff hour.
We return to the slip. You've made connections that matter. Plans are in motion. The month was worth it.
Conversation Threads
Monthly topics emerge from what members are actively working on. These are the conversations that happen at the table.
What's actually working. What people are deploying. What's worth your time right now and what's not.
Acquisitions, partnerships, financing. People bring real deals to the table and get feedback before moving.
Content, brand, positioning. How to build an audience and become known for what you do.
Revenue models, scaling, systems, operations. The practical work of building something that lasts.
The stuff off the spreadsheet. Family, health, balance, meaning. Real talk about the person behind the business.
Some months, there's no agenda. You just show up, eat lunch, and talk to people. That's a good day.
The Fleet
Two chapters. Two world-class vessels. Each purpose-fitted for an experience that is equal parts productive and spectacular.
Investment
Membership is month-to-month. No contracts, no annual commitments. When a seat opens, it fills fast — and they don't open often.
per month · cancel anytime
FOUNDING MEMBERS
Now Accepting Founding Member Applications — 15 seats per chapter.
Limited Window — Apply within 30 days to secure Founding status.
Founding Opportunity
Lock In $1,000/month
The Founding Member rate is permanent. In 90 days, membership increases to $1,400/month for new members. Founding Members keep the $1,000 rate for as long as you stay.
Set the Culture
Founding Members define what The Island Club becomes. You're not joining an established group — you're launching it. Your voice, your perspective, your network shapes everything about both chapters.
30-Day Window
Founding status closes in 30 days. After that, new members join at the current market rate. This window is intentional — it's about assembling the crew that launches The Island Club, not filling seats.
Founding Member Application
Apply now and lock in the $1,000/month Founding Member rate permanently. This rate increases in 90 days. Tell us about yourself — we'll review within 48 hours and confirm your Founding Member status.
We'll review your application within 48 hours. If approved, we'll send you payment details and onboarding information. Questions before you apply? hello@theislandclub.co
Ryan reviews every application personally within 48 hours. If it's a fit you'll hear from him directly. No payment is collected until you're approved and ready to board.
The Island Club · We'll see you on the water.
Questions