57 Tandberg Trail Ste 7, Windham, ME 04062 (207) 893-8184
57 Tandberg Trail Ste 7, Windham, ME 04062 (207) 893-8184


J. Priest Insurance agency cares deeply about our role in our community, and we have a philosophy of giving back whenever we can.

  • This year we are running a promotion through the winter months that donates $20.00 for every household quoted to “Neighbors Helping Neighbors”, a non-profit organization which purchases heating fuel for the less fortunate.
  • Last year we donated money to “Feed the Need”, which contributes to food banks in the Sebago Lakes Region.  
  • We also opened a tab at a local restaurant for the snowplow operators in Windham during a 24-hour storm.

Jonathan Priest

Agency Owner/Principal


Jonathan Priest

Jonathan Priest has owned his own insurance agency since March of 2018. Prior to starting his career with MetLife Auto and Home (which was purchased by and rolled into the product offerings at Farmers Insurance), he worked in sales and service for Allstate in South Portland and for three different local State Farm agents for almost 10 years. In total, he has over 18 years of experience in personal and commercial insurance. He also holds Series 6 and Series 63 licenses to sell variable life insurance, annuities, and retirement savings products. His approach to selling insurance is to engage and inform his clients, helping them to understand how their policies work and make informed decisions as consumers.

He is licensed in Maine, New Hampshire, and Massachusetts in order to meet more of his customers’ needs and make it easier for them to move between neighboring states.
Prior to insurance, he worked in banking for several years in the Windham and Portland areas for TD Bank and KeyBank.

He holds a BS in Education, which helps him to explain the sometimes less-than-clear language involved in insurance documents.

He has resided in Windham since 1998 with his family.

Sara Bruce



Sara Bruce

Sara is a native to Maine. Although she grew up in the hills of Western Maine, she has enjoyed living in the Portland area for the past 27 years. She is an empty nester who lives in Gray with her husband and their loud-mouthed cat. She has two amazing children and a wonderful daughter-in-law.

Sara has always loved helping others. She is very active in her church and the local community. She volunteers her time with Greater Portland Family Promise keeping families off the streets, and for over 10 years, has volunteered at least one week every summer at Camp Mechuwana in Winthrop as a camp counselor.

With a background in business, Sara is detail oriented and goes the extra mile to make sure you have the best coverage. She listens to your needs and is patient with any and all questions her clients may have.