Written by Jai Thompson
Principal Buyer, Pretty Boi Estates™
Pretty Boi CEO™
This article is for golf course and resort brokers who:
Represent operating or underperforming golf assets
See resort potential beyond tee times
Want escrows that actually close
Care about seller trust and long-term reputation
If that’s 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 golf courses repositioned as destination resorts.
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, providing:
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, and 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.
Golf courses are operating businesses with land optionality, not trophy properties.
I do not buy based on:
Hope-based membership growth
“Once we add amenities” projections without funding
Aggressive land-bank speculation
Broker-only pro formas
I buy based on:
In-place or defensible NOI
Multiple revenue lanes (golf, lodging, events, hospitality)
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 iconic the course may be.
This is how golf course and resort transactions close cleanly and predictably with Jai Thompson.
Contract executed
Escrow and title opened
Capital aligned
Lender file initiated
Operations and resort-use review started
Title and ownership review
Income validation across all revenue lines
Course operations and staffing review
Insurance and liability confirmed
Disbursement schedule finalized
Final underwriting
Reserves locked
Management and hospitality plan 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 golf operations and resort execution — and he closes.”
That protects your credibility.
Golf course deals fail when buyers underestimate operations or overpromise redevelopment.
Jai Thompson underwrites before contract.
No long lender delays.
No last-minute retrades.
Clean structure closes faster.
Robert M., Resort & Golf Broker
“Jai Thompson understood the business immediately. He respected the golf operation while clearly articulating the resort upside. The seller trusted him, and the deal closed clean.”
Stephanie K., Hospitality Advisor
“Working with Jai Thompson was disciplined and professional. No retrades, no confusion. My seller felt protected throughout the process.”
Anthony D., Regional Broker
“Most buyers talk vision. Jai Thompson talked execution. That’s why the closing happened.”
Laura S., Destination Asset Specialist
“Jai Thompson does exactly what he says. The structure was clear and the timeline was real.”
Seller Story — Golf Course 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 land value 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 golf 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 golf course and resort opportunities, broker introductions, or capital alignment: