Jordan Whiston (born September 24, 1992), better known by his stage name Jay Whiss, is a Canadian rapper and songwriter from Toronto, Ontario.

He first gained international attention after the release of the single "Watch This", which appeared on OVO Sound Radio in late 2015.

[1] Whiss claims he had a typical childhood, playing hockey and soccer, and in 2006, at the age of 11, he moved to the opposite side of the city but still hung around in The Esplanade area of Toronto.

[11] In November 2015, Whiss released the single "Watch This", produced by Lani Christ, and followed it up with a music video directed by Tristan Prime.

[12] The video featured cameos from his crew members Jimmy Prime, Donnie, and Esplanade associate Safe.

[16] Since gaining the approval stamp from Drake himself already in the previous year, Whiss remained relatively quiet in terms of making music.

[19] Whiss and the Prime Boys also became good friends with Toronto producer Murda Beatz in 2016, and the latter provided production for the artists' work.

[20] Murda Beatz released his mixtape Keep God First on December 10, 2016, featuring Jay Whiss on the track "Brown Money".

[21][22] Jay Whiss officially made his debut feature on Spotify's Northern Bars playlist with the single "Welcome to the Life", which was released in May 2017 and produced by Murda Beatz.

[28] The music video for the single was directed by Elliot Clancy Osberg and saw the group ride ATVs in the tundra on a frozen lake.

[29][30] The song went on to feature on Northern Bars as well as giving Prime Boys the chance to further their careers and promote Canada's expanding hip-hop market.

[34] Jay Whiss also participated in distributing exclusive Prime Boys merchandise on August 10 2018 in a pop-up shop near St. Lawrence Market.

[40][41] It contains the songs "How It Goes" and "Every Night", with vocals from Jimmy Prime and Safe, as well as the eponymous lead single, "Dark Cloud".

[46] Whiss also made a vocal appearance on Prime Boys member and longtime friend Donnie's debut album, From the Beginning to the End, on the song "Huddle".

[47] Jay made an appearance on 6ixBuzz's second release NorthernSound, which came out on December 13, 2019, on the track "The World is Yours", alongside Jimmy Prime and Safe.

[52][53] The album received an 8/10 rating by Kyle Mullin of Exclaim!, who outlined Whiss as an artist who balances such "hood hedonism with genuinely thoughtful bars that make for a well-rounded listen".

[54] Whiss has cited several hip hop artists as influencing his rapping style, including Ludacris, Missy Elliot, The Notorious B.I.G., and Jay Z, while also crediting various Canadian musicians, such as Solitair, Kardinal Offishall, and Point Blank.