In 1987, she returned to Toronto, and worked in a small night club act called A Wedge of Night. She spent five years with the Toronto branch of The Second City comedy troupe[4] as a writer and a performer. Two of her shows won Dora Mavor Moore awards[5] in 1988 and 1992.
In 1996, Greenwood began regular work on Canadian television on the family drama series Wind at My Back. She worked for five years, full-time, playing Grace Bailey, a junior radio M.C. in the small town of New Bedford, Ontario, during the Great Depression. Her portrayal of Grace Bailey was nominated for a Gemini Award for Best Performance By an Actress in a Continuing Leading Role. In 1999, Kathy was cast as Denise Stanton in the TV movie Switching Goals, starring Mary-Kate and Ashley Olsen. Later that same year, Greenwood commuted to Los Angeles to appear on such shows as The Drew Carey Show, the updated version of Hollywood Squares,[8] and the American version of the improvisation game show Whose Line Is It Anyway?.
Marriage and family
Greenwood is married to television writer John Dolin; they have two daughters: Phoebe and Josephine. Phoebe was born in 2000, while Josephine was born in 2001.
Current projects
Greenwood is part of the sketch comedy troupe Women Fully Clothed,[9][10] featuring what Eugene Levy calls "the five funniest women in Canada." The group saw success in Canada and appeared in Edinburgh, Scotland.