From 2001 to 2020, Dawson operated his own law practice and focused on general civil litigation and providing strategic advice to small businesses. He also served as County Attorney for Charleston County, South Carolina, where he was responsible for managing and overseeing all legal matters for the county and its officials.[2]
Federal judicial service
On October 1, 2020, President Donald Trump announced his intent to nominate Dawson to the United States District Court for the District of South Carolina seat vacated by Judge Terry L. Wooten, who assumed senior status on February 28, 2019. Dawson was recommended by Senator Tim Scott.[3] On October 23, 2020, his nomination was sent to the Senate.[4] On November 18, 2020, a hearing on his nomination was held before the Senate Judiciary Committee.[5] On December 10, 2020, his nomination was reported out of committee by a 13–9 vote.[6] On December 16, 2020, the United States Senate invoked cloture on his nomination by a 56–39 vote.[7] His nomination was confirmed later that day by a 56–39 vote.[8] He received his judicial commission on December 22, 2020.[9]
In 2022, a judicial reform organization filed a formal complaint against Dawson over his ongoing $216,000 contract with the Charleston County government shortly after his confirmation to the United States District Court for the District of South Carolina. Charleston County amended Dawson’s controversial exit contract, and now the federal judge will not receive any cut of the county’s potential payout from the national opioid pharmaceutical litigation. Dawson also had asked the county to clarify that he won't be providing any legal services to the county in return for the $216,000 the county paid him, Council Chairman Teddie Pryor said.[10][11][12]