Meet the Team

Stephen Jackson


We are absolutely delighted to introduce Stephen Jackson as the chef at Tailwinds Bar & Grill. Stephen’s unique and renowned approach to cuisine has made him not only a local favourite, but well-respected and admired wherever he dons an apron.

Stephen’s ability to elevate classic dishes from standard fare to 5-star has had him tantalizing taste buds for years. His unbridled love of food and his ability to please diners time and time again will no doubt make Tailwinds a culinary destination for years to come.

Stephanie Bent

General Operations Manager

Stephanie is the General Operations Manager at Tailwinds Bar & Grill. She ensures that the day to day operations meet the high standards of Tailwinds. Hailing from Toronto, and a fairly new resident in the area, Stephanie has 16 years experience in bartending, mixology, managing and opening new restaurants in the GTA. In her spare time, she can be found outside being active.