Caribbean ocean view from Samana property
Confidential — Accredited Investors Only

Building the Caribbean's Premier Experiential Hospitality Platform

A $8.7M asset-backed portfolio with a clear path to $26M. Real properties. Real revenue. Real upside.

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The Investment Thesis

Caribbean tourism generates over $80 billion annually across a market dominated by fragmented, undercapitalized operators. Large hotel chains compete on scale and brand loyalty. Airbnb competes on price and inventory. Boutique luxury brands compete on exclusivity. None of them own the full stack — property, experience, and guest acquisition — in a single operation.

WE Family Office does.

We own the land. We operate the guest experience. We control the booking infrastructure. This vertical integration captures margin at every layer and creates a compounding advantage that asset-light competitors cannot replicate and capital-heavy chains are too slow to build.

The Caribbean is entering a structural growth phase. Remote work is driving longer stays. Nearshore demand from the US is replacing long-haul travel. A new generation of high-value travelers is choosing authentic, experience-driven hospitality over resort uniformity. TCI alone draws 1.2M+ visitors annually into one of the world's highest-spend tourism markets.

We are not pitching a concept. We are scaling a portfolio that is already operating, already generating cash, and already proving the thesis.

Fragmented Market

$80B+ Caribbean tourism market with limited institutional-grade operators. Most properties are undercapitalized, poorly managed, and ripe for consolidation by disciplined operators.

Real Asset Ownership

We own the land, the buildings, and the infrastructure. This is not replicable with venture capital or franchise agreements. Ownership is the moat.

Vertical Integration

Property + experience + booking = margin capture at every layer. This is how hospitality empires are built — and how investors get paid.

Founder portrait
The Founder
"I started with three jobs and no capital. Everything in this portfolio was built by solving real problems — not raising money to talk about them."

Working in Caribbean tourism taught me one thing early: cash flow without structure is a leak, not a business. So I built the structure first — operations, systems, standards. Then I acquired assets. Then I scaled.

That sequence matters. It's why every property runs. It's why every dollar compounds. And it's why I'm still operating, not fundraising.

Founder Capital on the Line
No Exit Timeline

Current Holdings

Operating properties generating cash. Development assets building value. Everything owned outright.

Samana Farm Hospitality & Land & F&B

Samaná Farm

Samaná Peninsula, Dominican Republic

Eco-luxury farmstay on owned agricultural land in the Samaná Peninsula — one of the Caribbean's fastest-emerging destinations. Sustainable farming meets premium hospitality, with panoramic ocean views, direct beach access, and a model designed to scale into a full eco-resort.

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Boat House TCI Hospitality & F&B

Boat House

Providenciales, Turks & Caicos

Waterfront hospitality venue with direct ocean access in Providenciales — one of the world's top luxury travel destinations. High-margin F&B and event programming serving both luxury visitors and a growing expatriate community, in a market drawing 1.2M+ travelers annually.

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Unique Tours Experiences & Tours

Unique Tours & Rentals

Multi-destination, Caribbean-Wide

Asset-light tour platform operating across multiple Caribbean destinations. Standardized experience models — horseback riding, beach excursions, boat tours — built on direct supply partnerships that protect margins without requiring heavy capital. The highest revenue-to-asset ratio in the portfolio.

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SBA Hostel Hospitality & Activities

SBA Hostel & Activities

Turks & Caicos

Boutique hostel targeting millennial and Gen-Z travelers in one of the Caribbean's highest-spend markets. High occupancy driven by integrated activity programming and social community building — combining affordable accommodation with curated local experiences.

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Trajectory

Internal Construction

Tech Platform (in dev)

Direct Supply Chain

Growth Model

Projections built from current portfolio performance — $8.7M in assets generating $3.2M annually — with identified expansion catalysts across all four holdings.

Portfolio Valuation Trajectory
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How We Structure Capital

Capital should feel safe before it feels smart.

Debt

Predictable returns secured by real, appreciating Caribbean assets.

  • Fixed yield backed by operating properties and land
  • Priority repayment with asset security
  • Capital preservation with built-in appreciation upside
8 – 12% Target Annual Return
Equity

Participate in long-term value creation at the project or holding level.

  • Direct ownership stake in operating businesses
  • Returns driven by cash flow and asset appreciation
  • Aligned incentives — founder capital alongside yours
3 – 5x Target Return over 7 – 10 Years
SPV

Ring-fenced exposure to a single asset with full transparency.

  • Isolated risk — one asset, one structure, one set of books
  • Full visibility into operations and performance
  • Custom terms structured to the opportunity
Terms Vary by Opportunity
Asset-backed first
Conservative leverage
Ring-fenced exposure
Full transparency

Why Families & Institutions Are Looking at This

Alignment, transparency, and tangible assets in a market that rewards early conviction.

Founder Alignment
  • Assets committed — personal capital at risk
  • Operational involvement — full-time on the ground
  • Long-term horizon — building for decades
  • No exit obsession — value over velocity
What You Get
  • Assets you can visit — walk the land yourself
  • Businesses you can understand — simple models
  • Reporting you can trust — quarterly transparency
  • Growth you can influence — active partnership

"This is not a pitch. This is an invitation to see what's already built."

Next Steps

We respond to qualified inquiries within 24 hours. All communications are held in strict confidence.

Email

investor.relations@wendalenterprise.com

Schedule

Book a 30-minute portfolio walkthrough

Locations

Dominican Republic • Turks & Caicos

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