HealthCare Associates of Connecticut was founded by Barry Goodwill in 1991. Over the last 30 years, it has become a family-run business that services over 5,000 clients in CT and beyond. Client satisfaction is our top priority, and all of our recommendations are tailored distinctly to each individual based on health, lifestyle and needs.
In 2014 we opened a satellite office, run by Barry’s son-in-law Greg Boeing, in Rhode Island. Click here to visit Bedrock Retirement Solutions, servicing RI and MA.
Barry Goodwill, Founder and Principal
Barry is the founder and principal of HealthCare Associates of Connecticut. He has been providing superior service to his clients for over 30 years, and has over 4000 satisfied Connecticut Medicare beneficiaries. As an experienced and top producing agent, Barry can happily asses your needs and guide you to selecting the right plan for YOU!
Barry is a proud husband and father of three daughters and loves cheering on the UConn Huskies and Boston sports teams in his spare time!
Donna Goodwill, Office Manager & Licensed Broker
Donna is Barry’s wife and an experienced sales representative with extensive knowledge of Medicare. She takes care of the daily administrative responsibilities, including but not limited to: customer service, prospective consumer marketing, and answering any questions relating to Medicare Advantage, Supplement, and PDP plans.
In her time away from the office Donna loves to garden, entertain for her family and friends & spend time with her beautiful granddaughter!
Jacquelyn Goodwill-Parylak, Licensed Broker
Jackie is Barry’s eldest daughter and a seasoned, fully-licensed agent. She graduated from Bryant University in 2010 with a degree in Marketing, and now has over eight years of experience with Medicare-related products and over 1000 satisfied clients. Jackie is happy to help you navigate the confusing world of Medicare!
In her spare time, Jacquelyn loves spending time with her husband and two dogs on their boat, hiking or traveling!
Sierra Goodwill Hershgordon, Licensed Broker
Sierra is Barry’s youngest daughter and a fully-licensed agent. She graduated from Quinnipiac University in 2019 with a degree in Journalism and has joined the HealthCare Associates team to upgrade and develop our Medicare resources for our clients. Sierra has an enthusiasm for assisting clients and can happily answer any of your Medicare-related questions.
Sierra can be found spending time with her husband and dog (probably watching some type of sporting event), or hosting “The Drift” on NESN!
Healthcare Associates of CT 