Meet the Senior Team
AWARD WINNING MATCHMAKING CONSULTANTS

Diana Santo
Chief brand AMBASSador, Global Operations
Global Authority in Elite Matchmaking | Trusted Confidante to High-Profile Individuals
As the Chief Brand Ambassador of Betty Hamilton Matchmakers, Diana Santo is the embodiment of exclusivity, refinement, and discretion, representing the agency at the highest echelons of society. With an unparalleled reputation in the world of luxury matchmaking, Diana is the preferred matchmaker and dating strategist for A-listers, royalty, and ultra-high-net-worth individuals across North America, Europe, and beyond.
Her expertise extends far beyond matchmaking—Diana is a masterful architect of meaningful, high-caliber relationships, seamlessly introducing distinguished individuals within the world’s most elite social circles. Her talent for curating discreet and transformative romantic connections has positioned Betty Hamilton Matchmakers as the premier destination for those seeking an exceptional and refined approach to love.
A Legacy of Excellence & Global Influence
Raised between New York and London, Diana cultivated a deep appreciation for international culture, luxury, and high society. Holding a Law degree, she initially made her mark as an International Corporate Trainer, mentoring senior executives and business magnates across Europe. Her strategic acumen and refined interpersonal skills led her into the world of exclusive headhunting, where she placed top-tier professionals into Fortune 500 companies and elite financial institutions.
Beyond her expertise in matchmaking, Diana is a passionate advocate for personal development, emotional intelligence, and relationship mastery. She has spearheaded global initiatives designed to empower high-achievers, CEOs, and public figures, guiding them toward fulfillment in both their professional and personal lives.
A Visionary in Exclusive Social Engagements
A distinguished hostess and social curator, Diana is the driving force behind Betty Hamilton Matchmakers’ most exclusive and sought-after events. From VIP networking affairs and private luxury soirées to bespoke dating experiences and immersive weekend retreats, she meticulously crafts unparalleled opportunities for connection and romance.
Having traveled to over 80 countries, Diana seamlessly blends cultural sophistication with an intuitive understanding of human connection. With residences in London, Marbella, and New York, she continues to shape the world of elite matchmaking, ensuring that Betty Hamilton Matchmakers remains the definitive choice for the world’s most discerning clientele.

Amir Sean Besman
Head of membership, VIP Clients & Global Operations
With a career spanning 16 successful years in the media industry, Amir Sean Besman discovered that his true passion lies in working with people and fostering meaningful relationships. After transitioning into the world of matchmaking, Amir has spent the past 5 years with Betty Hamilton Matchmakers, where his warmth, empathy, and extensive experience in relationship-building have been invaluable in shaping the agency’s global membership strategy.
As the Global Head of Membership, Amir plays a pivotal role in ensuring that each member receives a personalized and exceptional experience, aligning with the agency's core mission of creating lasting, meaningful connections. His approach is centered on understanding individual needs, forging strong relationships, and crafting tailored matchmaking services for clients worldwide.
Amir’s natural ability to connect with others, combined with his deep understanding of the human experience, has helped elevate Betty Hamilton Matchmakers' reputation as a leader in the elite matchmaking space. His leadership is integral to the agency’s continued success in helping high-net-worth individuals find authentic partnerships, while his dedication to service excellence ensures that every member feels valued and supported throughout their journey.
A respected professional in the matchmaking industry, Amir is passionate about making every connection count, ensuring that each client’s desires are met with utmost care and discretion.

Pamela Smith Jones
Head Coach & director of relationship Services, Global Operations
With over 15 years of experience in mental health and psychology, Pamela Smith Jones brings a wealth of expertise to her role as Head of Coaching and Director of Relationship Psychology Services at Betty Hamilton Matchmakers. Trained in Cognitive Behavioral Therapy (CBT) and Applied Positive Psychology, Pamela is deeply committed to helping individuals navigate and enhance their romantic relationships.
Holding both a BSc and MSc in Psychology, Pamela has developed a robust foundation in relationship dynamics and emotional well-being. She has contributed to the field with a published paper on Social Intelligence from University College London (UCL), showcasing her thought leadership and passion for relationship psychology. Currently undertaking a PhD in Counselling Psychology, Pamela's focus is on exploring the complexities of romantic relationships, further cementing her role as an expert in the field.
As Head of Coaching, Pamela’s primary responsibility is to guide and support clients through the emotional and psychological aspects of dating and relationships. She works closely with members to build self-awareness, enhance communication skills, and foster healthy relationship patterns. Her holistic approach, informed by her extensive academic background and practical experience, ensures that clients receive not only guidance on matchmaking but also the tools to cultivate lasting and meaningful connections.
Pamela is a proud member of the British Psychological Society and the International Positive Psychology Association, staying at the forefront of the latest research and developments in relationship psychology. Her comprehensive knowledge and compassionate approach make her a cornerstone of Betty Hamilton Matchmakers’ commitment to providing exceptional service and results for our clients.

Kyle Amstrong
Director of operations, Global Operations
Kyle Armstrong, a dual American/French national, brings a unique international perspective to her role as Director of Operations at Betty Hamilton Matchmakers. Raised between the vibrant cities of Paris and Texas, and fluent in both French and English, Kyle’s diverse background enriches her approach to fostering global relationships and expanding the agency’s reach.
After returning to the United States to pursue her degree, Kyle developed a strong foundation in luxury hospitality and marketing, where she worked with high-profile clients from around the world. This extensive experience with an elite clientele has shaped her deep understanding of exceptional service and attention to detail—qualities she brings to her leadership at Betty Hamilton Matchmakers.
In her role as Director of Operations, Kyle is responsible for spearheading the agency’s strategic growth into new markets, ensuring that all operations run seamlessly, and working closely with the global team to deliver an exemplary service to every client. Her ability to manage complex projects while maintaining the agency's commitment to personalized, high-touch experiences ensures that Betty Hamilton Matchmakers continues to offer world-class matchmaking services to its exclusive clientele.
Kyle’s commitment to excellence, paired with her deep expertise in luxury service, makes her an indispensable leader in the agency’s mission to help clients find meaningful, lasting connections on a global scale.

Krystal Taylor
Head Scout, Global Operations
As the Head Scout at Betty Hamilton Matchmakers, Krystal Taylor is the driving force behind our elite scouting operations, ensuring that only the most exceptional individuals are introduced into our prestigious matchmaking network. With an impeccable eye for quality, deep industry knowledge, and a sophisticated understanding of high-net-worth social dynamics, Krystal brings a wealth of expertise to the art of elite matchmaking.
A natural connector, Krystal’s talent for identifying captivating, accomplished, and desirable individuals has made her an invaluable asset to Betty Hamilton Matchmakers. With years of experience navigating luxury social circles, private events, and exclusive VIP networks, she has cultivated an unrivaled ability to recognize chemistry, compatibility, and exclusivity—the hallmarks of a truly remarkable match.
Krystal leads a team of elite scouts with precision, discretion, and a refined approach, ensuring that every introduction aligns with the sophisticated standards and expectations of our distinguished clientele. Her unwavering commitment to excellence has solidified Betty Hamilton Matchmakers’ reputation as the premier destination for discerning individuals seeking exceptional connections.
Whether sourcing matches for high-profile clients or overseeing exclusive recruitment initiatives, Krystal Taylor exemplifies the art of luxury matchmaking at its finest.

Dennis Raymond
Head of Matchmaking division, Global Operations
There’s a very good reason Dennis Raymond has been the Head Matchmaker at Betty Hamilton Matchmakers for the past 6 years, and it all comes down to one powerful word... LOVE. Dennis is not only adored by his colleagues, but most importantly, by the high-profile clients he serves. His positive, cheery outlook on life is infectious, creating an atmosphere of trust, warmth, and excitement within the agency.
As a celebrity matchmaker and relationship specialist, Dennis works exclusively with influential and high-net-worth clientele, helping them navigate the world of dating and find meaningful connections. For Dennis, there is no greater reward than witnessing romance bloom between a couple he’s personally introduced through Betty Hamilton Matchmakers’ luxury matchmaking service.
A natural people person, Dennis is driven by his passion for bringing people together and creating lasting relationships. He works closely with international consultants and matchmakers, playing a crucial role in expanding the agency’s global reach and ensuring that clients from all over the world experience exceptional service. Dennis’s philosophy is that exceptional matchmaking is grounded in understanding the unique desires of each client while providing the finest, most personalized service possible.
With an innate gift for spotting compatibility, Dennis has built a reputation for his insightful people skills and his ability to attract the right matches. His deep passion for helping others find love, combined with his integrity and determination, makes him a natural fit in the matchmaking industry. Dennis’s keen eye for compatibility has been the driving force behind many successful, long-lasting relationships—both nationally and internationally.
Dennis’s unwavering dedication, positive energy, and exceptional matchmaking ability continue to define him as one of the most sought-after professionals in the field.