A collection of nine Helicon Blue tracks were released by Dine Alone Records in 2016 as a part of their 10-year anniversary celebrations.

They released four albums (Alexisonfire, Watch Out!, Crisis, and Old Crows / Young Cardinals) and two EPs before disbanding in 2011 due to Dallas' decision to focus on his work in City and Colour full-time.

[10] In 2003, Dallas appeared (along with Alexisonfire vocalist George Pettit) on Jude the Obscure's album "The Coldest Winter", doing additional vocals on 3 songs.

He contributed vocals to Neverending White Lights' collaborative album Act 1: Goodbye Friends of the Heavenly Bodies, released in 2005, on the song "The Grace".

[13] The cover art was designed by Scott McEwan, in a tattoo-esque style; Green "still may decide to have some of them inked at a later point in time".

It was released on February 12, 2008, and features a wide array of instruments not used on his previous recordings (such as harmonica, banjo, drums and lap steel) giving it a more folk-influenced sound.

In October 2008, Dine Alone Records announced a special 2-disc limited edition of Bring Me Your Love to be released on December 2, 2008.

[21] On September 30, 2010, it was announced that Green planned to start recording his third studio album in January 2011, after demoing 14 songs.

[22] "At the Bird's Foot" was first made available for 48-hour streaming on the Gasoline Rainbows Myspace page on November 23, 2010, and features Amanda Zelina of the band The Coppertone on vocals.

"[24] On February 15, 2011, Green performed a specially recorded version of "Northern Wind" on the Valentine's Day episode of One Tree Hill.

On February 23, 2011, it was officially announced on the Dine Alone Records website that City and Colour's third album will be titled Little Hell and is set for release in June 2011.

In an interview with Radar Radio's Reegan McLaughlin, Green said 'I look at people like Bob Dylan back in the day and he'd have pages of lyrics and would have to decide out of seven, eight of nine verses which three were the best.

'[26] On March 27, 2011, City and Colour performed Neil Young's "Old Man" as part of the four song tribute to Toronto during the Juno Awards of 2011.

[29] In October 2014, City and Colour was selected as the headline act for the grand opening of the Meridian Centre, St. Catharines' new 50 million dollar hockey and performance arena.

The song "Woman" was released exclusively on Beats 1 station on Apple Music on July 16, 2015,[32] hosted by Zane Lowe.

[33] In September 2018, City and Colour announced the release of a new compilation album of live songs called Guide Me Back Home.

[35] In April 2019, City and Colour was the opening act for Alice in Chains' Canadian tour and other three U.S. concerts in support of their album Rainier Fog.

[39] Alice in Chains' guitarist and vocalist Jerry Cantrell gave one of his guitars to Green after they performed together at the MTELUS in Montreal on April 27, 2019.

[40] On June 3, 2019, the band debuted their first new song in four years called "Astronaut" and also announced a 22-date North American tour starting in October 2019.

Green said in a statement about the album, "I wrote a lot of dark songs and wrapped them in the most beautiful sounds we could find, there are personal connotations, but they're also relatable.

[45] On June 19, 2020, Dallas released a two track EP of covers from the band Low in support of Bandcamp's 24 hour Juneteenth fundraiser for the NAACP Legal Defense and Educational Fund, with a limited edition 7-inch physical release available to pre-order from his webstore, with those proceeds going to the Black Youth!

[47] On January 19, 2023, Green announced the title of his upcoming album, The Love Still Held Me Near, as well as its release date of March 31, 2023.

[47] In 2008, Green married Canadian television host Leah Miller in a private ceremony at their home on New Year's Eve.