Born in Russia, raised in Israel and now living in Toronto, jazz singer Sophie Milman, 28, won a Juno Award for her 2007 release Make Someone Happy. Her recently released In the Moonlight—her fourth CD—reveals the vocal artist’s sophisticated evolution.

Because of my crazy schedule, I rarely get a chance to just unwind with my girlfriends. I have an all-male band, so by the time I get off the road, I’m badly in need of some estrogen! When we do get together, usually over great food and white wine, it’s wonderful.

After I wash my hair and blow-dry, I stick in some Velcro rollers for a few minutes. I always have some good music or the CBC blaring in the background, loud enough to cut through the noise of the hair dryer. For makeup, I use some black eyeliner, mascara, a tiny dab of Aveda concealer in Inner Light under the eyes, Tarte blush in Tipsy and lip cream. I then throw on my Seven jeans, a funky top and some mid-height wedges or flats. (I save my high heels for the stage, where I really need to pretend to be tall.) I’m usually late by this point, so I have to run!