Written by Jai Thompson
Principal Buyer, Pretty Boi Estates™
Pretty Boi CEO™
This article is for marina brokers who:
Represent operating or under-optimized marinas
Want escrows that actually close
Care about seller trust and their own reputation
Are tired of buyers who underestimate maritime operations
If that sounds like you, we will work well together.
My name is Jai Thompson.
I manage a small private equity platform that deploys 13 to 18 million per quarter across income-producing real estate, including marinas and waterfront operating assets.
My operating platforms include:
Pretty Boi Estates™
Pretty Boi Corporate Stays™
Pretty Boi Legacy Group™
Dream SMART Holdings LLC
Every acquisition is placed into its own dedicated LLC, ensuring:
Clean ownership
Liability isolation
Clear lender and title positioning
We also align with institutional capital such as Capra Capital, which holds assets up and down the East Coast from Rhode Island to Florida, as well as across the Midwest and the Rockies.
In addition, 10 percent of profits are tithed back into the communities we serve. This is embedded in how we operate.
Marinas are operating businesses, not land speculation plays.
I do not buy marinas based on:
Hope-based dockage increases
Speculative redevelopment stories
“Once we add slips” projections without funding
Broker-only pro formas
I buy marinas based on:
In-place or defensible NOI
Slip occupancy and lease structure
Fuel, storage, service, and ancillary revenue
Conservative leverage
Funded operations, staffing, and reserves from Day One
If the NOI and execution plan do not support debt, operations, and reserves from Day One, I pass — regardless of how attractive the waterfront looks.
This is how marina transactions close cleanly and predictably with Jai Thompson.
Contract executed
Escrow and title opened
Capital aligned
Lender file initiated
Operations and maritime review started
Title and ownership review
Slip agreements and income validation
Environmental and insurance review
Utilities and compliance confirmed
Disbursement schedule finalized
Final underwriting
Reserves locked
Management and vendor plans confirmed
Closing documents prepared
Funds wired
Title-directed disbursements executed
Ownership transferred
Operations go live immediately
When facts are clean, this timeline compresses.
You can confidently tell ownership:
“Jai Thompson understands marina operations and closes clean.”
That protects your credibility.
Marina deals fail when buyers underestimate operations, insurance, or compliance.
Jai Thompson underwrites before contract.
No lender panic.
No last-minute retrades.
Clean structure closes faster.
Robert M., Marina & Waterfront Broker
“Jai Thompson understood the marina business immediately. He asked the right questions and didn’t stretch assumptions. The seller trusted him, and the deal closed clean.”
Stephanie K., Coastal Investment Advisor
“Working with Jai Thompson was professional from start to finish. No renegotiations, no excuses. My seller felt protected.”
Anthony D., Regional Broker
“Most buyers talk upside. Jai Thompson focused on stability and execution. That’s why the closing happened.”
Laura S., Marine Asset Specialist
“Jai Thompson does exactly what he says. The structure was clear and the timeline was real.”
Seller Story — Marina Owner
“We had interest, but not certainty. Jai Thompson was clear, respectful, and prepared. The closing was on time, clean, and final. No seller financing. No loose ends. We exited with confidence.”
This structure is not for:
Sellers seeking top-of-market retail pricing
Sellers who want to carry paper or remain involved
Sellers relying on speculative redevelopment alone
Sellers comfortable with long, uncertain escrows
Sellers who prioritize hope over certainty
Jai Thompson is not a retail buyer — and that is intentional.
Your reputation is your inventory.
When you bring a buyer who:
Understands marina operations
Structures conservatively
Respects the seller
And actually closes
You earn repeat business and stronger referrals.
That is why brokers work with Jai Thompson —
and why they come back.
For marina opportunities, broker introductions, or capital alignment: