After graduating from law school, Taylor founded the
rock/reggae group One in 1990. The band toured
North America, playing over a thousand shows, released four albums, and was nominated for a
Juno Award. In 1994, the band signed with
Virgin Records and released their fourth album, ''Smokin' The Goats'', which included two Canadian Top 40 singles, "Wide Load" and "
54–46". In 1997, he began practising law with the law firm of Sanderson Taylor representing Canadian artists
Nelly Furtado,
Avril Lavigne, and
Tom Cochrane, among others. In 1998, via his former manager, Chris Smith, Taylor discovered
Nelly Furtado and assisted with introducing her talents to record companies in the United States. In 2003, he founded entertainment company
Last Gang Entertainment with music industry promoter and impresario
Donald Tarlton, discovering and signing alternative/dance artists
Metric,
Death From Above 1979,
MSTRKRFT, and
Crystal Castles. The label has been nominated as Canadian Independent Record Label of the Year at the Canadian Music Awards eight times, with its latest nomination in 2014.
Last Gang Management manages
Lights and
Arkells and co-manages
Ryan Hemsworth,
BadBadNotGood,
Holy Fuck, Tennyson, and chef
Matty Matheson, in partnership with management company People's Champ. In 2006, he cofounded his own law firm, Taylor Mitsopulos Klein Oballa, representing additional acts such as
Billy Talent,
Three Days Grace,
Justin Nozuka,
Daniel Powter,
Alexisonfire,
Gogol Bordello, and Lights in addition to producers and songwriters such as
Henry "Cirkut" Walter and
Gordon Lightfoot. The law firm also provides legal advice to
YTV's number-one-rated show,
The Next Star,
Canada's Walk of Fame, charitable organization
Free The Children, and Slaight Music. Taylor was the long-time lawyer for Canadian media personalities
George Stroumboulopoulos and Matte Babel, among others. In January 2012, the law firm changed its name to Taylor Klein Oballa LLP. In March 2016, Taylor sold
Last Gang to
Entertainment One and took the position of President of
Entertainment One's music division. The management division at Entertainment One added management companies Hardlivings and Nerve, which handle clients including
Riton,
Tieks,
Jax Jones,
Tiga, The Black Madonna, and Daniel Avery. Entertainment One's music division was named the #2 Independent Label in the US in 2016, and the artists associated with the company had a total of nine
Grammy Award nominations for 2017. eOne publishing entered into joint venture with Grammy winning producer/writers, "Stereotypes" in August 2018. Taylor led the sale of Hasbro/eOne’s music business to Blackstone for USD $385 million in cash with the deal closing on June 29, 2021. The music business was renamed, MNRK Music Group on September 27, 2021 and Taylor was named President & CEO. He left MNRK Music Group on July 1, 2024 to found, Hall of Fame Artists, a talent management firm with a plan to grow a recording and music publishing division. Taylor is an executive producer of the "House of Strombo" concert series along with
George Stroumboulopoulos,
Michael Sugar, and
Bob Mackowycz. In April 2017,
Apple Music announced its partnership with House of Strombo. In 2019, Taylor served as executive producer of “Shoulder to Shoulder: A Centennial Tribute to Women's Suffrage” by The
Karrin Allyson Sextet. Taylor is on the advisory board for
Ricky Martin’s, Martin Music Lab. In December 2021 Taylor was a guest on the Trapital podcast with host Dan Runcie discussing MNRK, the music business and technology. == Awards ==