Jason, Hitchman, Matchmaker

About Jason

Jason, Hitchman, Matchmaker

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 is one of the most sought-after, private, and successful matchmakers in the industry who works with both men and women of all ages and sexual orientations. He graduated from Old Dominion University in Norfolk, VA.

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 across North and South America, Europe, the Middle East, Africa, and Asia.

As a former D1 and professional soccer player, he values the importance of self-confidence and personal growth. “I believe that by empowering individuals to continue working towards becoming the best version of themselves, they can attract the community and love they desire. It is the idea of look good, feel good, date even better.”

Jason was born in Kendall, NY, to Dawn and Robert Gaylord. He has two older sisters, Kristina Nesbitt and Sarah Collyer, along with two nieces and three nephews whom he loves with all his heart. If you have ever met him, he always says that one of the main reasons he started The Hitchmen was with the intention to help people find love like his grandparents shared for 71 years of marriage.

“My grandmother, Diane Furness, is one of the main reasons why I started The Hitchmen Matchmaking. She is a devoted wife, mother, grandmother, great grandmother, fashionista, best friend, but above all, the kindest and most caring person I have ever met. A women who starting bringing me to nursing homes and hospitals when I was as young as 5 years old to visit sick and elderly people who needed some love and friendly smiles. She taught me love, compassion, kindness, and the importance of taking the time to bring love and joy to others. I am rooted in the love and values of my family, my own meaningful relationship, and my purpose as your matchmaker and wingman to guide you toward your perfect match. Let’s get to work

Sincerely,

 Jason at The Hitchmen