Press Kit

JESSIE T blends country roots with a pop-rock edge. In 2024, she received three nominations at the Country Music Association of Ontario Awards (Breakthrough Artist of the Year, Female Vocalist of the Year, Album of the Year) and won three Waterloo Record Reader’s Choice Awards (Local Artist, Local Band and Local Entertainer). Jessie’s busy 2025 touring schedule includes performances at Boots & Hearts Music Festival and Crooks Rapids Country Festival.

Growing up in Kingston Ontario, Jessie found her love for performing competing at local country fair singing competitions. Since moving to Kitchener in 2012, she has been headlining venues and festivals across Ontario including Meadows Music Fest, Harrow Fair, Manitoulin Country Fest, JUNO Host City Music Exchange, Indie Week, Folk Music Ontario Conference, Canadian Music Week, and the Country Music Association of Ontario Awards. Jessie has played alongside some of the best in Canadian country music, including Dallas Smith, James Barker Band, Michelle Wright, Dan Davidson, Adam Gregory, Steve Wilkinson, and Beverley Mahood. Growing her resume as a background vocalist, Jessie is also a fixture in other recording artist’s band including Jason Blaine and Graham Scott Flemming.

Part of what sets Jessie apart is her knack for storytelling. Following the success of her album Burning Back, Jessie released her single Almost Beautiful. In its first week at Canadian Country Radio, her song charted on two Billboard Charts (#10 Top Can Con Download, #9 most active indies) and eventually found landed her a #1 spot on the Canadian Indie Countdown Chart. Jessie’s music has been in rotation on Sirius XM, CBC radio and several other indie and BDS stations across Canada, in addition to stations in the United States, Australia, China, New Zealand and Germany.

Since 2020, Jessie has also been growing her release catalogue as a writer to include singles from artists such as Jamie Warren, Kelsi Mayne, Amanda Kind, Katy Topham, Jake Davey, David Madras, Peter Peres, and The Griffin Brothers.

In 2023, Jessie received a nomination for Kitchener-Waterloo Woman of the Year for her community work. She has served on judging panels for artist development competitions including The Shot, has sat as a juror for the City of Kitchener Create and Connect Grant, guested as a songwriting mentor for Kitchener Library’s ImagineIt Songwriter series, and even hosted a songwriting mentorship clinic for Waterloo Long and McQuade. Providing live music, Jessie’s partnered with many local organizations such as CPKC Holiday Train, Bereaved Family of Waterloo Region, the Woman’s March in Waterloo Region, Lissard & Innisfree Hospice, The Elizabeth Fry Foundation, the Food Bank of Cambridge and Food Bank of Waterloo. In 2022, Jessie founded the Annual Ugly Sweater Christmas Party which is a local concert that raises food and money for local foodbanks. Over the past few years, the concerts have donated over two thousand dollars and three thousand meals. Jessie is also currently an artist representing the Lullaby Project in Kitchener/Waterloo. Created by Carnegie Hall and Roy Thompson Hall, this project pairs artists with new or expectant mothers to write and record personal lullabies for their babies. Locally partnered with Kitchener Public Library, this project works with mothers from Monica Place (under the CAMINO branch), and Grand Valley Institute.