Microphone"), Dionne, Thando Hyman, Carla Marshall, Messenjah, Jillian Mendez, Lorraine Scott, Lorraine Segato, Candy Pennella, Self Defense, Leroy Sibbles, Zama and Thyron Lee White. 1991–1999: Entering the U.S market and The Black Tie Affair After the success of his 1991 album, The Black Tie Affair, Maestro's career faltered as he attempted to break into the United States market. In 1992, Maestro appeared in a video accompanying a rendition of "O Canada" in which he rapped an improvised second-verse lyric, "aw, yeah, from the east coast, of Newfoundland, to the west coast, of B.C.". He returned to the Canadian charts in 1998 with the hit singles "Stick to Your Vision" and "416/905 (T.O. Party Anthem)". 2000: Ever Since In 2000, he released his sixth studio album, Ever Since, featured the track "Bustin Loose", in which Maestro teamed up with Kardinal Offishall. 2005: "A Criminal Mind" cover In 2005, Maestro covered Lawrence Gowan's song "A Criminal Mind" (featuring Infinite); Gowan appears in the video and his vocals are sampled on the track. Gowan also performed the song with Maestro at the Canadian Urban Music Awards in 2006. 2006: Midem conference In 2006, Maestro and Rochester AKA Juice joined Professor D and The Dope Poet Society on stage in Cannes, France. Together, they become the first Canadian hip hop acts to showcase at Midem, the world's largest annual music industry conference. 2012–2013: Black Tuxedo and Orchestrated Noise In 2012, Maestro released his first set of new material in over seven years with the release of the EP Black Tuxedo, which was nominated for Best Rap Recording of the Year at the 2012 Juno Awards. This was followed by the album Orchestrated Noise in 2013, which features rocker Sam Roberts, opera singer Measha Brueggergosman, Kardinal Offishall, American rapper Kool G Rap of the Juice Crew, and Brand Nubian veteran Sadat X, among others. Orchestrated Noise was released under the name Maestro Fresh Wes, reclaiming his original title from the 1980s. 2015 Maestro released Compositions Volume 1 which included his personal favorite song he ever wrote, "I know Your Mom", and the sports classic "Underestimated", which was played during the 2015 Pan Am Games and was featured on the EA Sports NHL 17 video game. 2017–2019: Coach Fresh and Champagne Campaign His 2017 album, Coach Fresh, included the song "Jurassic Park", a collaboration with Rich Kidd to celebrate the Toronto Raptors. In 2019, the song