Tailor is the Toronto-based Executive Vice-President of Hollywood Curves clothing brand. She is married to Canadian actor, Christopher Russell.

Tailor is also a former Playboy model, who appeared as Playboy's Miss June 2003 centrefold and on dozens of covers for the magazine. Tailor was also featured in other well-known men's magazines, including FHM, Maxim, Esquire, Max and GQ. She has also appeared in international lingerie and swimwear catalogs and ad campaigns.