Russell Dickerson Spent His First Paycheck at an Iconic Chicago Destination

Jason and Katie Backstage at the 2019 CMA Awards

November 14, 2019

Russell Dickerson is on top of the world after scoring his third #1 single in a row with 'Every Little Thing', but will never forget where he was when he received his first paycheck for being a songwriter. 

Dickerson told Jason while backstage at the CMA Awards in Nashville that he vividly remembers spending his first paycheck while shopping on the iconic Michigan Ave. 

It was right after he signed his first publishing deal and since the contract took so long, Dickerson was paid for two whole months at one time. He joked that it was the most money he has ever seen!

He immediately went to AllSaints on Michigan Avenue and bought himself a $300 leather jacket. 

That moment meant so much to him that he still has that jacket to this day! Dickerson said he will never forget Chicago and specifically Michigan Avenue because that was when he realized this crazy dream might just work out.