[9] In 2013, he once again won the Roots Solo Recording of the Year for Headwaters at the Western Canadian Music Awards.

He cites some of his influences as Townes Van Zandt,[2][11][12] Greg Brown,[2][11][13] John Prine,[2][11][13][14][15] Emmylou Harris, Steve Earle,[16] Wilco,[12] Bruce Springsteen,[2][13] Neil Young,[14][17] Gram Parsons, Bob Dylan, Lucinda Williams,[2] Loretta Lynn,[2] Mississippi John Hurt,[2] Ramblin' Jack Elliot, Merle Haggard,[2] The Band,[2][17] Ryan Adams, and Rancid.

[14] Del is also influenced by authors such as Farley Mowat,[13] Wendell Berry, Jack Kerouac, and Kathleen Norris.

Where the City Ends was nominated in the category of Roots Solo Album of the Year at the Western Canadian Music Awards.

In August 2010, Barber was nominated for a Western Canadian Music Award for Roots Solo Album of the Year for Where the City Ends.

In 2011, he was nominated for a Juno Award for Roots & Traditional Album of the Year - Solo for Love Songs for the Last 20.

[5][6] On April 11, 2011 Barber appeared as the musical guest and interview on the CBC Radio One show Q with Jian Ghomeshi.

[20] In support of the album, Barber embarked on a cross Canada tour opening for Old Man Luedecke.

[20][21] Barber had an album release show at the West End Cultural Centre in Winnipeg on October 26.

[27] With Prairieography being dubbed as what could have been a career-making opus, Barber moved from Winnipeg to a farm in rural Manitoba to begin work on a follow-up album.

Barber was in contact with True North sending them demos of songs he had been working on, but received no feedback.

It also features covers of lesser known songs such as The Hanson Brothers' "Hockey Night Tonight" and Pursuit of Happiness' "Gretzky Rocks."

Barber added some originals including "Hudson Bay Rules" and the single off the album "The Lights Go Out.

[30] On May 3, Barber posted on Instagram that the first single "No Easy Way Out" was released and premiered on the CBC Radio One show Q.

"[32]Also on May 3, Maven's Music announced the official Easy Keeper release date of September 6 and that Barber was signed to Acronym Records.

"[34] On January 28, 2020; it was announced that Barber was nominated for a Juno Award in the category of Contemporary Roots Album of the Year for Easy Keeper.

On July 2, Del announced Stray Dogs: Collected B-Sides Volume 1 was the next album that would be released on August 20.

"[41]Aside from his own solo work, he has writing credits on Blake Berglund and the Vultures 2014 album Jasper where he co-wrote the first six songs.

[43] Barber resides on a farm in Inglis, Manitoba[16] with his wife Haylan, daughter Guthrie,[29] and son Farley.