Tracey Benison, President

Tracey has over 25 years of insurance experience. She graduated from the University of Massachusetts, Amherst with a bachelor’s degree before going on to work in the insurance industry. Prior to working at Encharter, Tracey held a position at Harleysville Insurance Northeast region before moving to Nationwide where she was Associate Vice President of Sales for the Northeast region. Throughout her career, Tracey has strived to challenge the status quo and achieve tangible results.

Tracey joined the Encharter team in February 2016. She resides in Auburn, MA with her husband, 4 children, and Maltese puppy. She enjoys the great outdoors and spending time with her family and friends.

Trish Vassallo, Personal and Commercial Lines Director

Trish started in insurance 33 years ago. She grew up in Amherst and graduated from Amherst Regional. After attending Bentley College, Trish began working at Blair, Cutting & Smith in 1980 but took a few years off while raising her three girls. She returned to the insurance arena working for a few local firms, but ultimately returned to Blair, Cutting & Smith in 1994. In 1998, Trish was promoted to Personal Lines Manager.

Her most cherished accomplishment is her beautiful family. Trish has been married to her husband for 34 years, raising a family of three daughters. Her family has grown to include two son-in-laws and three grandchildren. Trish’s biggest work accomplishment is earning her CIC designation in 2000.

Jessica Reid, Commercial Lines Team Lead

Jessica began her insurance career in 2004 with Curt Forsyth, Farm Family Insurance Company. She obtained her CISR designation in 2009 and has worked in Encharter’s commercial lines department since 2010. As team lead, Jessica brings over 13 years’ experience in personal and commercial insurance to the Encharter team and is currently working on her CIC designation.

Jessica’s greatest accomplishment and love is her family. Jessica resides in Shelburne with her husband and two youngest children, and her oldest son lives in Sunderland with his wife Lindsey.  She loves to travel with her family and hopes to travel to Italy in the near future. Jessica also has two beautiful Australian Shepherds.

Christine Fleury, Personal Lines Team Lead

Christine began her insurance career at Encharter Insurance 7 years ago. Starting as a receptionist, Christine has worked her way through roles within the service and sales departments to her current position as Personal Lines Team Lead.  She graduated with her bachelor’s from Elms College.

Outside of the workplace, she enjoys spending her time on the Connecticut River with Friends and Family. Christine resides in South Hadley, MA.

Tracy Bertera, Onboarding Team Lead

Tracy has over 16 years of Insurance experience. She grew up in Easthampton and graduated from Easthampton High School in 1997. She started off with Blair, Cutting & Smith in 2002 as receptionist and has worked up to Team Lead for Onboarding, Reception and Processing at Encharter.

She resides in Western Mass with her husband. She enjoys being an auntie to a beautiful little girl, traveling to Disney, camping, and spending time with family and friends.