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Outsider Golf Club

Naple's newest members-only golf club.

Step inside our world

Welcome to Outsider

A golf club alternative for those who don’t run with the herd.

It’s our pleasure to invite you to become a part of the Founding Membership at Outsider, a premier 18-hole golf club set on over 200 acres of sandy soil in Naples, Florida.

Outsider isn’t just a club. It’s the way to do you. A cultivated place to hang out – with top tier golf, breathtaking views, world class amenities and luxury accommodations paired with relaxed rules, dress codes and impeccable service. It's yours to share with a discerning, like-minded membership.

We invite those who share our vision to join as Founding Members of a category-defining golf experience.

Membership Information

We are offering a select group of 25 Founding Members the opportunity to join this project at this early stage. Founding Memberships will cost $1M each and will be 100% secured by the land asset through final plan approvals. In return, Founding Members will enjoy preferred benefits that compliment their lifetime membership at Outsiders.  Full financing details will be shared in this Dealpage.


Member Slots

$1M Founding Member Investment

Investment is 100%+ Secured by Land

Full Return of Capital in 5 years

Waived Fees & Dues

Lifetime Membership

Membership Highlights

The Best Golf Course Architects Of Our Era

Dana Fry and Jason Straka have experience working under the great Tom Fazio and under their own firm, designing courses like Erin Hills, Arcadia Bluffs, and other Top 100 global courses.

An Exclusive, Limited Membership

Think of Outsider as a party; and not just anyone is invited. We’re limiting Founding Member slots to 25 and total members in the club at anytime to 275. Those inside enjoy incredible benefits.

Ultimate Discretion and Lifestyle

We see the club as a private retreat, every member’s castle where you are free to do you. In this spirit, our club policies create the conditions for relaxation: no tee times, bare-foot golfing, elite caddy program, night golf, locker room attendants, concierge, car cleaning and more.

For Old Friends and New

While membership is capped, the club boasts luxury villas for members to use and invite their friends and family to stay and join in everything the club has to offer.

Table of Contents











Outsider Club Detail

Named in honor of its enigmatic membership, this private golf club provides an elite lifestyle, offering the perfect place to rest, work and play on your own terms. Expertly crafted amenities, luxury lounges, stylish accommodations and a redefined rule-set create a new standard for private member club experiences.

A Select & Limited Membership

Top Quality Course Design

Relaxed Rules & Dress Code

Luxurious Amenities and Service

A Like-Minded Community

No Tee Times

Elevated Amenities

Ultimate luxury and service while you play by your own rules. 

Modern Clubhouse

World Class Dining

Private Lounges

Pool & Spa

Farm-to-Table Garden

Premier Health Club

Discover a new breed of club

Filled with character and conversation.

Elite Caddy Program

Every round can be accompanied by top-tier caddies at no extra cost to the member group.

Comfort Stations

There will be luxury comfort stations throughout the clubs 18-hole course.

Unlimited Refreshments

Comfort stations will be stocked with snacks and refreshments for members at no cost.

Lighted Night Golf

Rounds can go late into the night for member's and their guests.

Premier Practice Range

High-end driving bays with the newest technology.

Short Game & Putting Complex

Top-of-the-line short game and putting facilities.

Luxury Villas

Founding members will have priority booking privileges of the club’s luxury villas. Members are free to invite their friends and family to stay with them.

Luxury Villas

Founding members will have priority booking privileges of the club’s luxury villas Members are free to invite their friends and family to stay with them.



An Exclusive Opportunity

Outsider truly is a once in a lifetime opportunity to get involved in a course designed with exceptional craftsmanship and unparalleled attention to detail, providing world class playing surfaces and amenities. Funds are expected to be drawn down in 50% increments during the course construction process, beginning in Q4 this year


Founding Membership Seats


Minimum Ticket Size

5 Years

Full repayment of capital + interest


Coverage on investment


Effective interest rate with benefits

Additional Benefits

Outsider GC caters for everybody and will quickly become your home away from home. Beyond the financial incentive, Founding members will enjoy an array of benefits, including:

Early access privileges

Preview play for you and your guests

Exclusive naming rights for holes, halfway houses and rest stations

Preferred reservations

Annual Founding Member event

Limited-Run Founding Member gifts

Yes, we are a select bunch, but you certainly won’t find any elitist customs or stuffiness here. We’ve designed Outsider as an oasis. Our aim is to make each Member and his guests feel special and provide exceptional experiences both on and off the course from the moment one passes through the gate.

We’ve thought long and hard about the harmony between course design, natural beauty and luxury facilities.  

Within Naples, there’s only one course featured in Golf Digest's Top 100, not to mention, long waitlists and memberships at capacity. We see The Outsider as one of the most exciting opportunities we’ve had the pleasure of developing.

As a Founding Member, your capital will only be called and deployed once we have received commitments to construct and operationalize the club. We also hope to demonstrate in this Dealpage that the true value of the land is $25m, securing your investment 100% through the at-risk construction period.

Hope to see you on the green,



Project Financial Plan

The Outsider development is split into two distinct phases and two separate financing rounds, totaling $80m. Below is a description of each round and what it means for you as a Founding Member:

$25m USD - Current Round

Founding Member funds will be used to acquire the land and cover initial expenses and site work during the rezoning process. Here, the 25 backers will own pro rata equity interests in the land during the plan approval process to protect their investment.

$55m USD - Next Round

A larger round of funding, raised within 30 days of zoning approval, will finance construction of the course and club. At the time this funding round is completed, Founding Member interests will convert to debt.

13% - YoY Real Interest

Founding Members are paid back their principal over 5 years. Their waived initiation fees ($500k) and dues ($30k/yr for 5 years) will serve as an effective interest rate on their investment ($650k + return of principal investment).

Project Financial Plan

100% Coverage on Investment The land value is expected to be > $25M post-acquisition based on area comps (see Land Value slide). As this is greater than the purchase price, the full 100% of Founding Member investment can be recouped in the event of a forced sale.

13% Effective Interest Rate Founding Member investments will convert from equity to a non-interest bearing note after Phase II financing closes. Founding Members are expected to receive 100% of capital back within 5 years. Founding Member’s initiation fees of $500k and their dues at $30k/year for 5 years will be waived 100%. If return of principal takes more than 5 years, Founding Members will receive 5% annualized on their outstanding principal until the full amount of their principal is returned.

Project Timeline

Q2-Q3 2023

Architect Selected, Land Acquisition, Zoning Approval, Founding Member Fundraising

Q4 2023

Pre-Development and Tree Clearing

Q1 2024-Q4 2024

Golf Course, Clubhouse, and Cottages Constructed

Q3 2025

Preview Play and Launch Party

Q4 2025

Official Opening

Q4 2025-Q3 2026

Partial Return of Investment in Q4 2025 and Remaining Return of  Investment in
Q3 2026

Sources & Uses


Founding Members
Phase II Financing




Land Acquisition
Soft Cost
Hard Cost

Founding Members


Phase I – Land Acquisition


Acquire 227 Acres of Land


Soft Costs, Architecture, Engineering, Development Operations

Phase II – Club Construction

Phase 1 - $50M

Stump & debris removal

Golf features

Rough shaping


Site prep



Construction of cottages


Fine Shaping

Maintenance facility


Early operations



Full clubhouse and Spa Construction of Par 3 Course

Phase 2 - $3M

Construction of additional Cottages

Helicopter landing pad

Financial Projections & Key Metrics



250 Members

25 founding members


$500,000 initiation fee/member

$30,000/year membership fee


$18,000,000 for land acquisition

$62,000,000 for construction cost

$7,500,000/year in maintenance & operation cost

5-Year Gross Cumulative Revenue:


5-Year Net Cumulative Revenue


Location & Proximity

Land Value Comp

The 227 acre plot comprises three parcels of land, which our team managed to assemble and place under contract before it reached market. Local area golf courses have tried and failed to do so for 20+ years.

Our comp analysis on golf course home developments in the market puts the true value on this assemblage at $25M. If the project had to sell for any reason, Founding Members recoup their capital.

1. Base Scenario

This valuation is based on nearby Seagate Development, 4mi from the project property, which closed at $15.3M for 50 lots, or $306,000 per lot. The property is currently zoned & entitled for 72 home sites without a rezone. At $306,000 per lot, the project property would be worth $21,600,000 if sold to a home developer in its current condition with no rezone.

2. Strategic Sale

Neighboring Hideout Golf Course could have potential interest as a strategic value add real estate purchase once our assemblage is fully approved. If they acquired the property, they'd sell lots for $1M each as a part of their golf club community - or $72M all in. We expect their proposed offer price to be at least 40% or $30M.

Inherent Risks & Mitigation Plans

Inherent Risks

Our Mitigation Plan

The Outsider is unable to raise enough capital to complete the course.

Construction will not begin until sufficient capital is committed by Founding Members and Phase II investors and lenders. Until that point, Founding Member investment is 100% secured by the land value and can be recouped with a sale of the asset if construction financing is
not successful.

Costs to construct and/or operate the course exceed budget.

To gain clarity and confidence on our costs, Outsider hired a nationally recognized course developer & operator to complete a detailed cost analysis. Our team provided instructions to remain conservative and include a sizable contingency. This consultant has been entrusted by major championship venues and PGA Tour stops such as Quail Hollow and PGA National.

General membership is not at a sufficient level to cover operating costs.

Due to the funds raised from the Founding Members, The Outsider will operate with zero debt from day 1 so any and all memberships that are sold will provide enough revenue to operate the club, even if not at full capacity. If needed, non member revenue can be increased via multiple channels, including guest play, outings, and tournaments.

Additional unknown risks.

Please see the disclaimer at the beginning of the presentation. All risks cannot be known in advance, but extensive due diligence by third-party experts has been conducted to minimize development risks. 



Dana Fry

Architect and Design

Jason Straka

Architect and Design
Project Architects

FRY/STRAKA Global Golf Design

Fry/Straka Global Golf Course Design is a partnership with worldwide reach in award-winning golf course design. Golf course architects Dana Fry and Jason Straka, having worked together for more than 20 years, continue to bring their collective design experience, talent, indomitable spirit, and renowned client dedication to their shared enterprise, with global scope and limitless possibilities.

Projects include Erin Hills Golf Course, which hosted the 2017 U.S. Open, Devil's Pulpit, Devil's Paintbrush, Calusa Pines Golf Club, and Naples National Golf Club. Fry/Straka's work spans a variety of venues, from Desert Willow Golf Resort to Philadelphia Cricket Club, showcasing his diverse experience and adaptability.


48 Projects
150+ International Awards
4th Hole Union League National - Meade
16th Hole At Calusa Pines Golf Club
Erin Hills Golf Course Host Of The 2017 U.s Open Championship

Founding Team

"Our ambition is simple - to build a golf course that will be considered among the most architecturally significant creations of the early 21st Century. We feel that it is time to push boundaries and we recognize that the market is ready for something special. A hundred years from now, it will be widely expected that players, enthusiasts, and students of design must visit The Outsider. Our hope is that they will come to these grounds, and they will celebrate what the Founding Team accomplished here."

Ryan Chiodo

Highly accomplished real estate professional with over 20 years in the Naples market.

Recognized as one of the Top10 Producing Advisors GCI (Gross Commission Income) by Engel & Völkers North America.

Recipient of the Platinum-Level Award By The Naples Board of Realtors and a member of the Engel & Völkers Private Office, a select group of brokers and advisors (less than 100 worldwide).

Ryan is responsible for land sourcing & acquisition and overseeing Member Villa design and construction at The Outsider.

Ready to become an Outsider?

Please fill out the form below to indicate your interest.

Follow us @theoutsidergc

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