While in Russia, he was also the co-founder of a company called Samovar Internet consulting LLC, where he worked at for two years. The company provided internet consulting and web publishing services. 
He was a law clerk for the Chambers of Hon. Nancy Gertner, U.S.D.J. for one year. 
For a few years, he worked as an associate attorney at Foley Hoag LLP where he practiced criminal law. He was also an Assistant Federal Public Defender at the state of Massachusetts for more than 10 years. 
In 2016, he founded a law firm called Fick/Marx with fellow attorney and partner, Daniel Marx. 
In early March, 2018, Michelle Carter, who was convicted of involuntary manslaughter, hired Fick as her defense lawyer.