Pretty Boi Legacy Group
Welcome to the World of
Pretty Boi Legacy.
Private Estates. Private Membership. Enduring Legacy.
Where luxury, stewardship, real estate and relationships come together.
Founded by Jai Thompson. Stewarded with care.
The World
More Than a Club.
A Legacy Community.
Pretty Boi Legacy Group is the umbrella. Beneath it sit estates that produce income, hospitality that hosts with intention, and a membership that opens the door. The world is the point. The estates are the experience. Membership is the key.
Privacy
Names, holdings and gatherings stay within the circle. Nothing about a member is published, listed or promoted.
Service
Every request is handled by people who know the estate, the calendar and the family it belongs to.
Stewardship
Property is held to be cared for. We buy for the long horizon and maintain to a standard that outlasts us.
Legacy
The measure is what remains for the next generation: assets that produce, and a name worth carrying forward.
Held privately. Kept quietly.
The Experience
Pretty Boi Estates
The Private Experience
Residences kept for members and their guests. Arrival without a front desk, a table set before you ask, and a house that is prepared for the way you actually live.
Resort-Style Grounds
Pools, terraces and shaded lounges kept for members and their guests.
Private Dining
A table set in the house, prepared for the evening you have in mind.
Curated Hospitality
Arrival, transportation and the calendar handled before you ask.
Hospitality
Private Events and
Estate Experiences
Each gathering is planned with the household, not a venue calendar. Guest lists stay private and the house is yours for the duration.
Executive Gatherings
Board sessions, partner dinners and closings hosted in a residence rather than a hotel suite.
Family Occasions
Milestones, anniversaries and quiet celebrations held where the doors stay closed to everyone else.
Faith and Fellowship
Retreats, prayer gatherings and mentorship evenings for members who lead from conviction.
Veteran and Community Evenings
Gatherings that honor service and bring stewards together around the table with purpose.
The Structure
The Legacy X Family of Brands
Four parts, one intention. Each brand within the platform carries the same standard of privacy, service and stewardship.
The World
Pretty Boi Legacy Group
The umbrella that holds the real estate, the hospitality and the membership under one standard of stewardship.
The Experience
Pretty Boi Estates
Private residences and estate hospitality for members, their families and their guests.
The Family of Brands
Legacy X
The wider platform through which new ventures are developed and held to the same principles.
The Key
Private Membership
Invitation-based access to the estates, the gatherings and the people inside the circle.

Jai Thompson, Founder and Steward
The Founder
Founded on Stewardship
Jai Thompson is a United States Navy combat disabled veteran and a Christian steward. He built this world on the conviction that property is a trust to be cared for, and that the people inside a community matter more than the assets held within it.
He answers every introduction personally. That is why the doors are opened by invitation, and why a place here is offered rather than sold.
A house is held in trust. So is a name.
In His Own Words
Membership
Private Membership.
By Invitation.
Membership is held quietly and extended deliberately. There is no public roster and no open enrollment.
Introduction
A private inquiry, or an introduction made by a member already inside the circle.
Conversation
A quiet conversation about how you live, what you steward and what you are building.
Invitation
When the fit is right, an invitation is extended. Access is granted, never purchased outright.
Private Inquiry
Request Membership or Inquire About Pretty Boi Estates.
Tell us how we can help. A member of our team will respond personally.
Every submission is received privately and routed directly to client services. Nothing is shared further.
Prefer to speak with someone now? Our team is available live.
Access is by invitation.
