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Brian M. O'Farrell

August 4, 1966 ~ November 17, 2019 (age 53)


Brian Michael O’Farrell was born on Aug. 4, 1966 and died unexpectedly of a heart attack at home on Sunday morning, Nov. 17, 2019.

Brian was born in Miami and lived there for a short period of time before moving to Chicago and eventually Milton, Vermont. He grew up in Milton with his parents, Dede and Jack O’Farrell, and his three siblings, Kelly, Liam, and Tim. Brian graduated from Milton High School in 1984 as a member of the National Honor Society and a leader in his class.

After earning his degree in sociology at UVM, Brian set off to spread hospitality and good cheer to all he met. His passion for wine earned him a one-week stint on a cruise line as a sommelier, a position in wine management at a fishing lodge in Minnesota, and a wine distributor in Stowe, Vermont before eventually settling down in the Northeast Kingdom at the Wildflower Inn. Here, Brian met Des Hertz, to whom he married and had two children, Erin and Kate O’Farrell. Brian loved being a father, and in marrying his wife Jenna, he welcomed two more children into his life, Henry and Annie Cunningham. Their family was complete when Brian and Jenna brought Brennan O’Farrell into the world in 2007.

Brian received his Master’s Degree in Counseling at UVM and settled into a career in school counseling at the St. Johnsbury School for 20 years. At the school, Brian took pride in his development of the 6th grade collaboration with the Appalachian Mountain Club, his membership in the healthy schools team, his involvement with the HALO program and development of middle-level summer camps, his inter-agency collaborations, and his role as president of the St. Johnsbury School Education Association. His commitment to countless students and their families earned him the award of Outstanding Teacher of the Year in 2007. Although remaining a perpetual middle school student at heart, he finally “graduated” eighth grade and transitioned himself to St. Johnsbury Academy, where he continued his role as a school counselor.

Brian took advantage of the Northeast Kingdom’s beauty through skiing, biking, and boating. He was most happy when traveling with his family. He led them on many adventures, all the while teaching them the ins and outs of being a “good traveler” and the importance of building curiosity and understanding one another in the world. Some of his favorite places to visit included West Cork, Ireland, the Caribbean, Florida, Montreal, and Chicago.

Brian was a kind soul, spreading empathy everywhere he went and impacting all the lives he touched with grace and generosity. He found humor in unexpected places and his fun-spirited laugh and smile were contagious. Brian was a lover of the finer things in life, and was a great chef who loved to prepare meals for his family. He would never say no to karaoke or cookies.

Brian was predeceased by his brother, Tim O’Farrell, and is survived by his wife, Jenna O’Farrell of St. Johnsbury; his five children, Erin, Henry, Annie, Kate and Brennan; his parents, Jack & Dede O’Farrell of Las Cruces, New Mexico; his siblings, Kelly & Michael O’Toole of Arlington, Mass., and Liam O’Farrell and his partner Mary Jo Sleeper of South Burlington; nieces and nephews, Matthew, Liam, Patrick & Molly O’Toole, Kelsey, Maggie & Abbie O’Farrell, Mia & Mykala O’Farrell, and Lily, Phoebe, & Essie Loomis; his in-laws Pam and Henry Smart of St. Johnsbury; his sister-in-law Meredith Loomis and her partner, Sara Crothers of Jeffersonville.

Visiting hours will be held on Friday, November 22, 2019, 1-3PM and 6-8PM at the South Church Building, 1052 Main Street in St. Johnsbury, VT. A Funeral Service will take place on Saturday, November 23, 2019, 10AM at the South Church Building. Sayles Funeral Home is assisting the family with planning.

To send flowers to the family or plant a tree in memory of Brian M. O'Farrell, please visit our floral store.


November 22, 2019

1:00 PM to 3:00 PM
South Church Building, St. Johnsbury, VT

November 22, 2019

6:00 PM to 8:00 PM
South Church Building, St. Johnsbury, VT

Funeral Service
November 23, 2019

10:00 AM
South Church Building, St. Johnsbury, VT

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