Brennan was born and raised in Central Vermont. He attended Vermont Technical College in Randolph, VT and Graduated in 2006 with an Associates Degree in Civil Engineering. He worked in the Civil Engineering field for the next 10 years until he realized his true passion lies in the game of Golf. He quit his job and started down the path of becoming a Head Professional. He has spent time at some of the best facilities in Vermont and Florida including Burlington Country Club in Burlington, VT, Montcalm Golf Club in Enfield, NH, Quail Valley Golf and River Club in Vero Beach, FL, The Quechee Club in Quechee, VT and Streamsong Resort in Bowling Green, FL.

Brennan was elected to the PGA Membership in April of 2020 and enters the 2022 season as the Director of Golf at Northfield Country Club in Northfield, VT.