She is a multi-medalist at the ICF Canoe Sprint World Championships and won silver in the women's VL2 at the 2024 Summer Paralympics.

She played AA hockey, national level ball hockey, competed in provincial and national level women’s rugby, was the Ontario Provincial boxing champion, and played eight years of competitive soccer.

[3] With the COVID-19 pandemic impacting practicing team sports, Hennessy took up para-canoe, training with Joel Hazzan at the Ottawa River Canoe Club, about sixth months before the qualification deadline for the upcoming Tokyo Paralympics.

[5] At the 2022 ICF Canoe Sprint World Championships in Dartmouth, Nova Scotia, Hennessy won silver in the VL2 and bronze in the KL1 200-metre races.

[11] At the 2024 ICF Canoe Sprint World Championships, Hennessy won a silver medal in the women's VL2.