Early in his career, k-os attended York University. He later dropped out and became one half of the producing duo Midi Mafia.

"This that Oliver 40, Niko shit man. 15 Fort York shit ya know." Apartment 1503 in 15 Fort York Blvd was the condo of Drake's friend and producer Noah '40' Shebib. The apartment doubled as their studio space.

Kevin Brereton, better known by his stage name k-os, was born at St. Michael's Hospital.

LEN is a Canadian alternative rock group from Toronto, ON. During the height of their popularity, the band's lineup included Brendan Canning, co-founder of Broken Social Scene.

Austra hail from Toronto, Ontario.

“I take Eglinton to 401 East and exit at Markham Road in the east end.” This location is the 401 exit ramp to Markham Rd, which leads to Agincourt and Scarborough, ON.

Formed in 1984, Shadowy Men on a Shadowy Planet are a Canadian instrumental rock band. This is the theme song of Kids In The Hall!

Son Seung-wan also known as Wendy of Red Velvet, is an alumni of Richmond Hill High.

Abel Makkonen Tesfaye known professionally as The Weeknd, moved to 65 Spencer Ave in Parkdale after dropping out of high school. He has credited his stage name as being inspired by his high school dropout status; after leaving one weekend and never coming back home.

Deborah Cox grew up in Scarborough, ON and is an alumni of Earl Haig Secondary School.

Identical twins Ryan and Dan Kowarsky grew up in Thornhill, Ontario. After b4-4 disbanded, the twins formed the duo RyanDan.

“Weston Road Flows” is a throwback to Drake’s past of growing up on Weston Road in Toronto. This was before he moved to Forest Hill.

U.S. Girls is Illinois-born, Toronto-based artist Meghan Remy.

Love Inc. were a Canadian Eurodance music group from Toronto. They won two Junos and two Much Music awards for this song.

Keys N Krates

Choclair is a l-e-g-e-n-d-a-r-y rapper from Scarborough, Ontario. He helped develop Canadian hip-hop in the 1990s. Before being a Juno award winning artist, Choclair worked at McDonald’s.

Ralph's Raffa Weyman hails from Toronto, Ontario.

Charlotte Day-Wilson is based in Toronto.

Moxy Fruvous is from Thornhill.

Billy Talent is a Canadian punk rock band from Mississauga, Ontario.

FRIGS are based in Toronto.

Ron Hawkins is a life long musician from Toronto, Canada. This song was played during the Toronto Maple Leafs Centennial Classic game and promo spot. Hawkins is best known as the lead singer for Lowest of the Low a punk band from Toronto, Ontario.

Anthony Paul Jefferies, aka Nineteen85, of the R&B duo dvsn is from Scarborough, ON. He met other member Daniel Daley in their high school library. Now, they're signed under Drake's OVO Sound label.

Daniel Caesar is based in Toronto, Ontario.

A song by Canadian recording artist Drake, featuring the R&B duo Majid Jordan. This song gained additional popularity from the meme #StarbucksDrakeHands.

Saya was born in Toronto.

Majid Al Maskati and Jordan Ullman of the R&B duo Majid Jordan, met while both were attending University of Toronto.

Though members Jay Levine and James Bryan McCollum were both born in Montreal, the origins of animated pop music group are from Toronto, ON.

Henry Lau of the k-pop/c-pop group Super Junior-M, attended A.Y. Jackson secondary before signing with SM Entertainment.

Diana hails from Toronto.

Jahron Anthony Brathwaite aka PARTYNEXTDOOR, was born and raised in Mississauga, Ontario.

Allan Rayman is from Lost Springs, Wyoming but currently resides in Toronto.

This is the song, which popularized Toronto's nickname "T-dot". Regent Park is one of the locations featured in the music video.

Paul Hayden Desser, who records as Hayden, is a Canadian singer-songwriter from Thornhill, Ontario.

"This what 'Sauga feels like in the night time. Watch what she doin' when the light shine."

Broken Social Scene is an indie rock band and musical collective consisting as few as six and as many as nineteen members. Co-founder Kevin Drew attended the Etobicoke School of the Arts.

Stars member and singer Amy Millan grew up in Cabbagetown.

Denzel Spencer known by his stage name Roy Wood$, is a Canadian rapper, singer and songwriter from Brampton, ON.

Moneen (sometimes stylised as .moneen.) is an indie rock band from Brampton, Ontario.

Jessica Reyes, known professionally as Jessie Reyez, is a Canadian singer-songwriter from Brampton, ON.

Sebastien Grainger of the duo Death From Above 1979, is from Mississauga, ON.

Rich Cloke lives in Burlington.

Walk Off The Earth hail from Burlington, Ontario.

Junior Boys are from Hamilton.

Kara-Lis Coverdale, also known as K-LC, is a Canadian composer, musician, producer, born in Hamilton, ON, now based in Montréal.

Brett Caswell recorded his album outside of the Bruce Trail.