Invitation-Only Executive Retreat
Elevating Matchmakers. Strengthening the Profession.
Hosted annually in Puerto Rico by Select Date Society
Co‑founders Sandra Myers and Amber Lee
An intimate executive retreat for professional matchmakers committed to elevating their business, refining their client experience, and setting a new standard of excellence for the profession.
Apply for the Next RetreatOur Why
The matchmaking industry changes one relationship at a time.
But exceptional matchmakers change the industry itself.
After decades of building one of the world's most exclusive luxury matchmaking firms, we recognized something important: the future of our profession depends on raising the standard together.
Love Leaders Retreat was created to share the strategies, systems, and philosophy behind serving discerning clients at the highest level — not to create competitors, but to elevate an entire profession. When every matchmaker becomes better, more singles experience meaningful relationships. That is a mission worth sharing.
The Approach
Built for experienced matchmakers who understand that lasting success is measured not by the number of clients they serve, but by the quality of the experience they create.
Not a motivational conference.
Not theory.
Not generic business coaching.
It is an intimate executive masterclass taught by founders with real-world experience who actively serve high-net-worth and ultra-high-net-worth clients every day. Every lesson is practical. Every conversation is collaborative. Every attendee leaves with proven systems they can immediately implement to strengthen their business and elevate the experience they provide every client.
The Program
The best client experience begins long before membership. Learning when to say yes is important — learning when to say no is equally valuable.
Luxury is not about price. It is about experience — one clients remember, recommend, and never forget.
Community & Alliance
One of the greatest values of Love Leaders Retreat is the community. Throughout the retreat, attendees build meaningful relationships with fellow professionals who believe collaboration creates stronger businesses than competition ever could.
Our private networking dinner provides an opportunity to exchange ideas, develop trusted referral partnerships, and build friendships that continue long after Puerto Rico.
Because Select Date Society serves a highly specialized clientele, we regularly meet exceptional singles who may be better served by another professional. As a member of our alumni, you join an exclusive network of respected matchmakers whom we know personally and trust professionally.
When opportunities arise outside our firm's focus, our alumni are among the first professionals we consider when referring qualified leads — an ongoing community of collaboration, shared knowledge, and mutual support.
Is This You
Co‑Founders, Select Date Society
Meet Your Hosts
Sandra Myers and Amber Lee have dedicated their careers not only to helping extraordinary singles build meaningful relationships, but also to raising the standard of the matchmaking profession itself.
As Co-founders of Select Date Society, they have built one of the nation's most exclusive luxury matchmaking firms by combining strategic business practices with an unwavering commitment to white-glove client service. Today, Select Date Society is recognized as one of the premier luxury matchmaking firms in the country, serving successful, high-net-worth, and ultra-high-net-worth singles through a highly personalized concierge approach.
Love Leaders Retreat is an extension of that mission — sharing the principles, systems, and philosophy that have helped define their success while strengthening the future of the matchmaking profession.
The Outcome
Our goal is not simply to inspire you for two days. It is for you to return home with the confidence, systems, and strategies to immediately elevate your business and the experience you deliver to every client.
When you strengthen your practice, you strengthen our profession.
The Case For Attending
Our Vision
The future of matchmaking will not be defined by who has the largest database. It will be defined by who creates the most extraordinary client experience. Love Leaders Retreat exists to help build that future.
One Matchmaker · One Business · One Relationship at a Time
Join Us in Puerto Rico
If you are committed to becoming not only a better matchmaker, but a better advisor, business owner, and leader within our profession, we invite you to apply for the next Love Leaders Retreat. Together, we are setting the standard for modern matchmaking.
Puerto Rico 2026
Retreat Details
Location: Private Estate in Palmas Del Mar, Puerto Rico
Dates: January 21–22, 2027 (Welcome cocktail party the evening of January 20th)
Time: 10:00 AM – 6:00 PM daily
Application
Love Leaders Retreat is invitation-only. Complete the form below and our team will follow up to discuss eligibility and next steps.
Your application has been received. A member of our team will be in touch shortly to discuss your invitation to Love Leaders Retreat.
