Events & Experiences
Connect, collaborate, and contribute.
The Winner’s Circle brings members together through a curated calendar of experiences designed to deepen relationships, exchange ideas, and create value. From signature gatherings to more intimate experiences, these moments create the rhythm of the year and keep the circle connected.
Event types
The Circle Events
Real Estate Forums
Conversations around development, land, capital, and the opportunities shaping the future of real estate.
Dinners
The anchor of the calendar, 15 to 20 people around one table, brought together by a subject worth exploring.
Masterminds
Small, private working sessions centered on a real decision or challenge, explored with trusted perspectives around the table.
Community Partner Events
Gatherings created with aligned organizations, venues, and partners that extend the relationships and spirit of the Circle into a wider community.
Men’s Growth Workshops
Focused experiences exploring leadership, performance, health, and personal growth.
Women’s Growth Workshops
Focused experiences exploring leadership, well-being, personal growth, and the perspectives unique to the women of the Circle.
Golf Tournaments
A full day on the course, where competition, conversation, and relationships unfold naturally over 18 holes.
Construction & Architecture Project Walks
Guided, behind the scenes access to projects in progress, with the people designing, building, and bringing them to life.
The calendar
Founding season · dates being confirmedAugust 2026
- Dinners
Dinner No. 01 — The Winner’s Table
This evening was the first dinner among friends, real estate professionals, and guests. Today was important. But it was just the start.
- Masterminds
The founding table, working
The first working session off the back of the dinner — three members, three live decisions, one afternoon.
- Community Partner Events
An evening with the first venue partner
A smaller gathering hosted with the room that made the founding dinner possible.
September 2026
- Dinners
Dinner No. 02 — The Real Estate Connection
Gordon Carrier will share insights from a career shaping some of San Diego’s most iconic buildings, bringing vision, passion, and business savvy.
- Real Estate Forums
The deals nobody is underwriting
An open forum on what is actually penciling right now — land, entitlements, and the capital stack behind them.
- Men’s Growth Workshops
Performance, health, and the long game
A working morning on the things that get postponed until they cannot be. Built for the men of the Circle.
October 2026
- Dinners
Dinner No. 03 — The Paradyme Shift
This evening, we’ll have the opportunity to learn from a developer and real estate finance leader whose career reflects resilience, vision, and a proven ability to build lasting projects and brands.
- Masterminds
One decision, eight people, half a day
A member brings a live decision they have not made yet. Everyone else has no stake in the outcome, which is the entire point.
- Construction & Architecture Project Walks
On site, mid-construction
A project you cannot understand from a rendering. Hard hats, an hour of walking, and dinner afterwards.
- Women’s Growth Workshops
Leadership, wellbeing, and growth
The same depth and intention, built for the women of the Circle.
November 2026
- Dinners
Dinner No. 04 — Managing Complexity in Construction
Mike brings over 25 years of construction industry experience. After graduating from Cal Poly San Luis Obispo with a degree in Construction Management, Mike started at a local San Diego construction company, working his way up from Project Engineer to Vice President of Operations.
- Real Estate Forums
Building where nobody is building
Development, land, and the projects that only work if you are early and patient. Hosted on site where possible.
- Golf Tournaments
Eighteen holes and a long lunch
A full day on the course and the conversations that only happen across eighteen holes. Members and the guests they bring.
December 2026
- Dinners
Dinner No. 05 — Decades of Development in San Diego
Derek Davis is President and shareholder of davisREED Construction. In 2002 Derek realized that he could do even more for the construction industry. Taking the best parts of what he gained from his first 20 years in the industry, he decided to start davisREED Construction with EE Reed.
- Community Partner Events
The table, extended
An evening hosted with an aligned organization — the Circle’s standard, opened to a wider room for one night.
- Masterminds
Closing the year on an open question
The last working session of the year, given over to whatever the room is most stuck on.
January 2027
- Dinners
Dinner No. 06 — The buildings that outlast us
Kevin’s expertise spans a variety of project types — from commercial office campuses, to science facilities, to mixed-use and higher education. He has been a pivotal force for client development, project leadership, and strategic vision, and under his leadership Gensler’s San Diego office has grown into the city’s largest and most impactful firm.
- Men’s Growth Workshops
Leadership under load
A focused session on decision-making when the stakes and the noise are both high.
- Real Estate Forums
The year ahead in capital
What changed over the winter, what is about to, and who is positioning for it.
February 2027
- Construction & Architecture Project Walks
A building mid-repositioning
Walking a project between what it was and what it will be, with the people making those calls.
- Women’s Growth Workshops
Building the second decade
A session on the long arc — what compounds, what to stop carrying, and who to carry it with.
- Masterminds
Eight people, one unsolved problem
Half a day on a decision somebody in the room is genuinely stuck on.
March 2027
- Community Partner Events
A room outside the Circle
Hosted with a partner organization whose people belong at the table.
- Golf Tournaments
The spring round
A day on the course as the season opens, with the guests members want in the room next.
April 2027
- Real Estate Forums
What the cycle is telling us
A market evening on the read from the ground, not the headlines.
- Construction & Architecture Project Walks
Ground-up, from the dirt
The earliest stage of a project, when every decision still costs almost nothing to change.
Dates, guests, and locations are confirmed privately with invitees. Nothing on this page is a public event listing.
How the formats differ
Two shapes, one standardEvent Formats
Winner’s Circle experiences take different forms, but every gathering is built around the same idea: bringing the right people together and creating space for meaningful relationships.
- 01
Intimate gatherings.
Smaller, focused experiences for deeper conversation, shared ideas, and genuine connection.
- 02
Signature events.
Larger gatherings that bring the broader Circle together around compelling people, ideas, experiences, and opportunities.
Whatever the format, the standard remains the same: thoughtful curation, meaningful participation, and relationships that continue beyond the event.
Every gathering begins with people.
Winner’s Circle events are thoughtfully curated around the people, purpose, and experience of each gathering. Invitations are extended personally, creating the right mix of members and guests for each occasion.
Join the Circle