In 2006, Chris entered, and won, the 620 CKRM Big CountryTalent Show, which essentially launched his career as a recording artist, whether he knew it at the time or not. As prize for winning the contest, Chris was awarded the opportunity to record a single with SCMA and CCMA award-winning Saskatchewan band, the Poverty Plainsmen. Working with the band, Chris released the single "The Difference You Make" in October of the same year. The single became a tune frequently played on CKRM and its success encouraged Chris to pursue other recording opportunities. Other notable winners of the CKRM contest include Brad Johner, Kal Hourd, Jess Moskaluke, Katie Hess, and Sheila Deck.
Follow the Signs
In September 2007, Chris travelled to Nashville to record his first full-length album, Follow the Signs. Initial recording on the album was completed at Grand & Gee Music and subsequent recording was done at B-Rad Studios in Regina. The album's first single, "You Don't Scare Me" was released in September 2008 and as of October, it has reached No. 87 on the CanCon Country Music Charts. It is being played on radio stations nationwide. Other singles that were from this album include: "All Of Me" and "The Cover of Country Weekly".
It Isn't Christmas Without Snow
Henderson released a self-penned Christmas song in 2010, which was recorded in Regina, Sk at B-Rad Studios with Brad Prosko producing, engineering, and mixing. The song featured Jayson Brinkworth on drums, Dave Chobot on bass and keys, and Brad Prosko on acoustic and electric guitar.
"The Next Big Thing"
In 2010, Henderson entered a contest sponsored by CHBD-FM, a radio station in Regina, Sk which has since been rebranded to Pure Country. The prize was for $15,000, which included a showcase at the Canadian Country Music Awards in Edmonton, Alberta that year, and much more. Henderson was crowned the winner of the contest, and took the opportunity to head back into the studio to begin work on a sophomore album. His music career started to get busy enough that he resigned from his previous career as a high school English Language Arts teacher in 2011.
My Turn
After slowly working away at a new album, Henderson returned to the studio to finish "My Turn" in 2013, and released it the following year. "Don't Miss Your Kiss Goodbye" was released as the lead single, and reached #47 on the Canadian BDS charts, making it the top wholly independent song on the charts at the time. The song also won the 2014 Saskatchewan Country Music Award for "Song of the Year" awarded to the writers including Henderson, Troy Kokol, and Willie Mack. The follow up single "I Sure Hope He Loves You" reached #51 on the BDS Charts as well, and Henderson was nominated for 5 SCMA awards that year.
The Charm
The Charm was Henderson's 3rd full-length album, and was released in 2017. The lead single, "My Regret" reached #47 on the Canadian Country Mediabase chart, and remained in that position for four weeks. The follow up single, "Kissing Sadie" reached #75 on the charts in Canada, and was also nominated for an Alberta Country Music award for "Songwriter of the Year". It was eligible because Henderson's co-writers, Joni DeLaurier and Mike Little, both reside in Alberta.
Point of View
Point of View will be Henderson's 4th studio project, and is scheduled for release in the fall of 2019. The album's lead single, "I'll Be Your Mountain" was released in January of 2019, and reached at peak of #72 on the Canadian charts.
