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Introducing Dennis Raymond

Dennis Raymond


Head of Matchmaking Division, Global Operations

VIP Matchmaker & Relationship Strategist | Expert in Transformative Connections

As the Head of the Matchmaking Division at Betty Hamilton Matchmakers, Dennis Raymond leads with warmth, intuition, and an unwavering passion for one defining purpose—love. For over six years, Dennis has been the heart of the agency’s matchmaking operations, celebrated by colleagues and clients alike for his positive energy, compassion, and unmatched ability to create genuine connections.

Known for his charisma and authenticity, Dennis brings both emotional intelligence and strategic precision to his work with high-profile and ultra-high-net-worth clients. His vibrant personality and deeply empathetic nature foster an atmosphere of trust and excitement, making him one of the most sought-after matchmakers in the luxury relationship industry.

Sean Besman - Betty Hamilton Matchmakers

A Passion for People & the Power of Connection

With a natural gift for understanding human chemistry and compatibility, Dennis has built his career on the belief that every individual deserves a meaningful and lasting partnership. As a celebrity matchmaker and relationship specialist, he works exclusively with distinguished clients, from business leaders and creatives to public figures and global elites—helping them navigate the complexities of love and relationships with grace and confidence.

For Dennis, success lies not in numbers but in moments, the joy of introducing two souls destined to find one another. His greatest reward comes from witnessing romance flourish between couples he has personally brought together through Betty Hamilton Matchmakers’ bespoke services.

A Visionary Leader in Global Matchmaking

In his role as Head Matchmaker, Dennis oversees an international network of consultants and matchmaking professionals, ensuring that the agency’s clients around the world receive the highest standard of personalized service. His leadership has been instrumental in expanding Betty Hamilton Matchmakers’ global reach, introducing innovative matchmaking methodologies while preserving the human touch that defines the brand.

Dennis’s approach blends intuition with insight, drawing from psychology, communication, and life experience to deliver deeply tailored matches that transcend surface level attraction. His work embodies the agency’s core philosophy: that true luxury lies in authenticity, connection, and emotional fulfillment.

A Legacy of Love, Integrity & Excellence

 

With his infectious optimism, integrity, and unwavering dedication, Dennis Raymond continues to redefine modern matchmaking. His keen eye for compatibility and innate ability to recognize potential between two people have led to countless successful, enduring relationships both nationally and internationally.

As a global authority in luxury matchmaking, Dennis remains guided by his lifelong passion: helping extraordinary individuals find extraordinary love. Through his leadership and heart-centered approach, he ensures that Betty Hamilton Matchmakers remains the ultimate destination for those seeking not just romance, but a truly transformative connection.

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Reserved for VIP & Existing Members Only

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