Jessie has held the position of Principal Horn of the Hamilton Philharmonic Orchestra as well as Principal Horn of the National Ballet of Canada since 2017. She received her Bachelor of Music degree from McGill University in 1999 while studying with James Sommerville. She went on to complete her Master of Music degree from the University of Illinois in 2002. 

Prior to her current positions, Jessie played third horn in the Kitchener-Waterloo Symphony Orchestra from 2011-2016 and was the Principal Horn of the Thunder Bay Symphony Orchestra from 2003-2009. Jessie has been a regular substitute with the Toronto Symphony Orchestra since 2009 and the Canadian Opera Company since 2015. She has enjoyed playing in many Ed Mirvish Productions over the years: Spamalot, Billy Elliot, Cats, Little House on the Prairie, Sound of Music, Wizard of Oz, as well as shows at the Stratford Festival: Man of La Mancha, Jesus Christ Super Star, Tommy, and Crazy for You and most recently, Billy Elliot. Jessie maintains an active teaching studio in the Toronto area and has been a guest mentor at the National Academy Orchestra.