New routes, private flights, and founder-only invitations-before they're accounced publicly.
FlyJBL 18 is a private golf experience designed for founders, executives, investors, and private equity leaders who want to spend time with people actively building companies — not just talking about them.
Every foursome is intentionally curated. The flights are private. The courses are world-class. But the real value comes from the people in the room — and the conversations, relationships, and opportunities that naturally develop throughout the experience.
Fall Classic — Fall 2026
La Romana, Dominican Republic
Caribbean pace. Deeper conversations. The relationship-building trip.

Business value that's tangible.
Every trip includes programming designed to deliver real value — the kind that makes the trip pay for itself before you get home.
Five members. One live challenge each. No decks, no filters.The room responds with the candor that only comes from peers who've built it, backed it, or watched it play out from both sides. It's the most honest business conversation most people in the room have ever had. And it happens before dinner.
Every seat is placed with intention. The person across from you isn't an accident.Structured prompts move the conversation past small talk and into territory that actually matters. The outcomes from this dinner don't get announced. They just close, quietly, over the next 90 days.
One specialist. Forty-five minutes. Information you can use the moment you leave the room.The topic is calibrated to who's in the seats. No keynote energy. No book to sell. Just the briefing you'd normally pay a retainer to get.
Closes the summit before departure. Every member states one specific action they're taking in the next 30 days as a direct result of the weekend. Creates accountability and gives the group a reason to stay in touch. Short, sharp, high energy.



The flight is part of the product. The foursomes are part of the product. The dinner is part of the product. Everything is designed so that by the time you leave, you've built relationships that move your business forward."
Bobby Harris — Founder & CEO, FlyJBL
FlyJBL 18 is an invitation-only golf experience for founders, executives, investors, and private equity operators. Each trip includes private charter flights from New York and Miami, championship rounds on world-class courses, and structured business programming — roundtables, deal room dinners, expert sessions, and one-on-one office hours. Sixteen to twenty members per trip, personally vetted, foursomes curated by industry and investment thesis.
Founders and CEOs scaling businesses across tech, SaaS, fintech, AI, crypto, and real estate. Venture capital and private equity partners. Family office principals and CIOs. C-suite executives operating at the highest levels. If you're actively building, investing in, or managing a business and you play golf, FlyJBL 18 is designed for you.
The Fall Classic (October 2026) is at Casa de Campo in La Romana, Dominican Republic — featuring Teeth of the Dog, the number one ranked Caribbean course, and Dye Fore with holes 300 feet above the Chavón River. The Spring Open (March 2027) is in Las Vegas with access to invitation-only courses like Shadow Creek or Wynn Golf Club. Two trips per year, each with a distinct character.
Everything. Private charter flight round trip, resort accommodations, all green fees and course access, curated foursome pairings, business programming (Founders' Roundtable, Deal Room Dinner, Expert Sessions, Founder Hot Seat, 1-on-1 Office Hours), all group dining, pre-trip introductions and member coordination, and on-site concierge and logistics management. No hidden fees, no à la carte add-ons. Your only job is to show up at the FBO on departure day.
Foursomes are curated by industry, company stage, and investment thesis. At least one round is structured as an LP/GP pairing — founders play alongside investors who are actively deploying in their space. The second round is mixed across industries for cross-pollination. The goal is that every round puts you with people you should know but probably don't yet. The FLYJBL team personally builds every foursome based on each member's profile and what they're looking to get out of the trip.
Each trip includes six programming elements. The Founders' Roundtable — five members present live business challenges and the room responds. LP/GP Paired Rounds — founders matched with investors in their sector. The Deal Room Dinner — curated seating with structured conversation prompts. Expert Sessions — speakers on tax strategy, liquidity planning, exit positioning, and capital allocation. The Founder Hot Seat — one member opens their business for 30 minutes of unfiltered advisory input. And 1-on-1 Office Hours — paired 20-minute conversations where each person brings one question to someone outside their usual circle.
Submit an application through flyjbl.com/18 or email bobby@flyjbl.com directly. Bobby personally reviews every application and follows up with a phone call to discuss fit. The conversation covers what you're building or managing, what you're looking for from the experience, and whether you'll contribute to the room. It's informal — think of it as a conversation between two people figuring out if this makes sense, not an interview. Decisions are typically made within a week.
Each member can request one additional seat for a business partner, co-founder, or colleague — subject to the same vetting process. Firms looking to bring two to three team members or clients as a business development experience can inquire about small block bookings. Every person on the trip goes through the same review regardless of how they're booked. Members are welcome and encouraged to attend both the Fall Classic and the Spring Open — many members find that the two trips serve different purposes, and the relationships deepen across both.
Fly JBL is not a direct air carrier and does not operate aircraft. All flights are conducted by FAA-certificated Part 135 air carriers, and, where applicable, equivalent licensed EU operators.
