New York · Miami · Los Angeles
Our services
Introductions, selected just for you.
We take the time to understand your unique desires and values, then introduce you to compatible individuals who have been carefully screened just for you.
Know your worth. Date like it.
Together we discover who you are in a relationship and what you bring to the table, then build your personal dating strategy.
We like to have fun here.
Events, dating tips, honest insights, and real connection with people navigating the same world you are. Private and safe, always.
The Community
Singles socials, mixers, and nights out worth dressing up for. Members get the invites first, plus dating tips, honest insights, and real connection.
One more step.
You're not in yet. Events, invites, and the member feed unlock when you join The Hitchmen Insider.
Join The Hitchmen Insider$30/mo · Cancel anytime
"Love is one of life's greatest gifts. Finding it, nurturing it, and choosing to share it with someone is truly magical. As your matchmaker, wingman, and dating coach, I want to discover what love means to you, how you dream of being loved, and how you give love. I will guide you in areas like confidence, communication, positive mindset, fashion and style, fitness, nutrition, photoshoot quality dating photos, and give real honest feedback that is going to help you become the best version of yourself. Are you ready to find your perfect match?"
Jason Robert, Founder
Meet Jason
Jason Robert Gaylord is a certified matchmaker, dating coach, relationship expert, creative director, model, and athlete. He is the CEO and founder of The Hitchmen, and his purpose in life is to help people find true love, connection, and community. Jason has appeared in multiple magazines, on television networks, and across other major media outlets, and works with both men and women of all ages and sexual orientations.
Now based between NYC, Los Angeles, and Florida, Jason's background in matchmaking, soccer, and fashion has allowed him to live on three different continents and build a global network and client base. As a former D1 and professional soccer player, he values the importance of self-confidence and personal growth: "Look good, feel good, date even better."
He always says one of the main reasons he started The Hitchmen was to help people find love like his grandparents shared for 71 years of marriage.
Success stories
"Jason helped me put the ball in my court and after 3 years of bad dates, situationships, and honest mistakes, I met an amazing man who loved me in the way I didn't realize that I needed!"
"It felt like having a friend and a coach all in one, someone who was genuinely rooting for me. Within the first couple months, I met my now husband and best friend."
"Finally I was able to sit comfortably on dates and show my true self. I'm now in a fulfilling relationship and I can't thank Jason enough for his help in getting me there."
Becoming a client starts with a ten-minute questionnaire. Completely private, straight to Jason's team.