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Jocelyn Connolly

best matchmaker

Jocelyn Connolly

Matchmaker
Jocelyn is a rare breed – a true native San Franciscan. She grew up in the Pacific Heights neighborhood in a family with deep roots in San Francisco history as well as current SF society.

Having always had an inherent drive to help others and raised in a strongly philanthropic family, Jocelyn has always worked and volunteered for causes for the greater good. Upon graduating at the top of her class in high school, she received her BA in Education from Brown and her teaching credential at the University of San Francisco. She worked in education for over 20 years, including running her own chain of preschools for 14 years.

Looking to pivot her career after a divorce, a great deal of personal development and having finally met her own true love, she entered the matchmaking world. It has been a perfect fit for her lifelong desire to help others. She began at Tawkify where she worked for a year. She moved from there to Three Day Rule where she earned the title of senior matchmaker. She feels that education is a perfect background for matchmaking, as teaching at its base is about human connection, recognizing individual needs and having a variety of communication tools to ensure clarity and mutual understanding.

Jocelyn is a natural networker and loves the excitement of searching for that special match wherever they may be – be it online, at Whole Foods, walking their dog, through another matchmaker, or a friend of a friend – Jocelyn loves making new connections, especially when they result in a great match!