Sasha Lipskaia was born in Moscow into the family of artist Igor Maistrovski. They moved a lot and growing up, Sasha lived in Russia, Israel, Colombia and Canada. Always passionate about the performing arts, she was a part of every drama club at the many schools she attended. The family finally settled in Montreal, Quebec, where Sasha attended high school and pursued her love of acting. She moved to Montreal where she graduated from the Dome Theater school at Dawson College, and subsequently got a BFA from Concordia University. Following her graduation she moved to Vancouver to explore the local film industry, where she continued to study while working in local theater and independent film.