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Josh Ross
Josh Ross.jpg
Ross performing in Hamilton, Ontario in 2023
Background information
Born (1996-05-27) May 27, 1996 (age 29)
Waterdown, Ontario, Canada
Origin Burlington, Ontario, Canada
Genres Country
Occupation(s) Singer-songwriter
Instruments
  • Vocals
  • guitar
  • piano
Years active 2018-present
Labels
  • The Core
  • Universal Music Canada
  • Mercury Nashville

Josh Ross (born May 27, 1996) is a Canadian country singer and songwriter. He is known for his popular songs like "First Taste of Gone", "Trouble", and "Single Again". Josh released his extended play (EP) Complicated in March 2024. His first full album, Later Tonight, is planned to be released in September 2025.

Growing Up: Sports and Music

Josh Ross was born in Waterdown, Ontario, Canada. He later moved to Burlington, Ontario for school. When he was young, Josh loved playing many sports. He played hockey, football, soccer, and even did motocross.

From Football Dreams to Music

Josh went to Western University on a football scholarship. He hoped to play in the Canadian Football League. However, he had several injuries and two surgeries. These stopped him from continuing his football career. After that, he decided to focus on music.

Before starting his solo music career, Josh formed a band in 2016. It was called "Silver Lining" and included his friend Will Finch. Josh grew up listening to both country and rock music. He says that Steve Earle is one of his biggest musical inspirations.

Josh Ross's Music Journey

Starting His Music Career

While working in construction, Josh entered many music contests. These included the Magna Hoedown and the Boots and Hearts Emerging Artists Showcase. He started visiting Nashville, Tennessee in 2018. This city is famous for country music. He moved there permanently in 2019.

That same year, Josh released his first song for radio, "If You Were a Song." He released a five-song EP called Do What You Love in 2020.

Signing with Universal Music and Big Performances (2022-2023)

In February 2022, Josh released "First Taste of Gone." He wrote this song with Mason Thornley. He then became one of the top finalists in SiriusXM's "Top of the Country" contest. In April 2022, Josh signed a big music deal with The Core Entertainment and Universal Music Canada.

With Universal's help, "First Taste of Gone" became a top five hit on the Canadian country music charts. It also appeared on the Canadian Hot 100 chart. In July 2022, Josh released "On a Different Night," which also became a radio hit. He was nominated for "Rising Star" at the 2022 Canadian Country Music Awards. Josh also performed at the halftime show for the 109th Grey Cup in Regina, Saskatchewan. He shared the stage with Tyler Hubbard and Jordan Davis.

In January 2023, Josh released "Trouble." He also opened shows for Bailey Zimmerman in the United States. In March 2023, Universal Music Group Nashville also signed Josh. He then released the song "Red Flags." Josh joined Lee Brice's tour in Canada with Tenille Arts. He also signed a deal with Warner Chappell Music for his songwriting. He won "Rising Star" at the 2023 Country Music Association of Ontario Awards.

In the summer of 2023, Josh opened for Nickelback on their "Get Rollin' Tour." He also performed at the famous Grand Ole Opry in Nashville, Tennessee for the first time. At the 2023 Canadian Country Music Awards in September 2023, Josh was nominated for six awards. He won "Breakthrough Artist or Group of the Year." He also released "Ain't the One" that month.

New Music and Tours (2024-Present)

In 2024, Josh Ross released the songs "Single Again" and "Truck Girl." He started his first headlining tour in Canada, called "The Trouble Tour." He also joined Bailey Zimmerman again for his "Religiously: The Tour" in different countries.

Josh released his EP Complicated on March 29, 2024. He then released "New Me" in May 2024. From August to November 2024, Josh went on his first American headlining tour, the "Single Again Tour." He won five awards at the 2024 Canadian Country Music Awards. These included "Entertainer of the Year" and "Single of the Year." Josh also won the Jeff Walker Global Country Artist Award.

In February 2025, Josh released "Leave Me Too." This song is the first single from his upcoming album. He received many nominations at the Juno Awards of 2025. He won the Juno Award for Country Album of the Year for Complicated. In April 2025, Josh released "Hate How You Look." In July 2025, "Single Again" reached number one on the Mediabase Country chart. This made Josh the third Canadian man ever to have a number one country radio song in the United States. His first album, Later Tonight, is set to be released on September 19, 2025.

Tours

  • The Trouble Tour (2024)
  • Single Again Tour (2024)

Music Releases

Studio Albums

Title Details
Later Tonight
  • Released: September 19, 2025
  • Label: The Core Entertainment / Universal Music Canada / Mercury Nashville
  • Format: CD, vinyl, digital download, streaming

Extended Plays (EPs)

Title Details Peak chart positions Certifications
CAN
US Heat
Do What You Love
  • Released: November 20, 2020
  • Label: Independent
  • Format: Digital download, streaming
Live Sessions
  • Released: November 11, 2022
  • Label: The Core Entertainment / Universal Music Canada
  • Format: Digital download, streaming
Complicated
  • Released: March 29, 2024
  • Label: The Core Entertainment / Universal Music Canada / Mercury Nashville
  • Format: CD, digital download, streaming
73 11
  • MC: Gold

Singles

Year Title Peak chart positions Certifications Album
CAN
CAN Country
US
US
Country

US
Country
Airplay
2019 "If You Were a Song" non-album single
2022 "First Taste of Gone" 54 5
  • MC: Platinum
"On a Different Night" 65 4
  • MC: Platinum
2023 "Trouble" 48 1 43
  • MC: 2× Platinum
  • RIAA: Gold
Complicated
"Ain't Doin' Jack" 69 2
  • MC: Platinum
non-album single
2024 "Single Again" 60 2 73 22 2
  • MC: Platinum
Complicated
2025 "Leave Me Too" 58 5 Later Tonight
"Hate How You Look" 79
"—" denotes releases that did not chart or were not released to that territory.

Music Videos

Year Title Director
2021 "Tall Boys" Wales Toney
2022 "On a Different Night"
2023 "Trouble" Wales Toney
2023 "Ain't Doin' Jack" Unlisted
2024 "Single Again" Jack Owens

Awards and Nominations

Year Association Category Nominated Work Result Ref
2022 Canadian Country Music Association Rising Star N/A Nominated
2023 Country Music Association of Ontario Fans' Choice N/A Nominated
Male Artist of the Year N/A Nominated
Rising Star N/A Won
Single of the Year "First Taste of Gone" Nominated
Songwriter of the Year "On a Different Night" Nominated
Canadian Country Music Association Breakthrough Artist or Group of the Year N/A Won
Fans' Choice N/A Nominated
Male Artist of the Year N/A Nominated
Single of the Year "On a Different Night" Nominated
Songwriter(s) of the Year "Trouble" Nominated
Video of the Year" "Trouble" Nominated
2024 Juno Awards Juno Fan Choice N/A Nominated
Country Music Association of Ontario Fans' Choice N/A Nominated
Male Artist of the Year N/A Nominated
Music Video of the Year "Trouble" Nominated
Single of the Year "Trouble" Nominated
Canadian Country Music Association Album of the Year Complicated Nominated
Entertainer of the Year N/A Won
Fans' Choice N/A Nominated
Male Artist of the Year N/A Won
Single of the Year "Trouble" Won
Top Selling Canadian Album of the Year Complicated Won
Country Music Association Jeff Walker Global Country Artist Award N/A Won
2025 Juno Awards Album of the Year Complicated Nominated
Artist of the Year N/A Nominated
Country Album of the Year Complicated Won
Juno Fan Choice N/A Nominated
Single of the Year "Single Again" Nominated
Country Music Association of Ontario Compass Award N/A Won
Fans' Choice N/A Nominated
Canadian Country Music Association Entertainer of the Year N/A Pending
Fans' Choice N/A Pending
Male Artist of the Year N/A Pending
Single of the Year "Single Again" Pending
Video of the Year "Single Again" Pending
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