Early in his career, Randolph was a Web Developer for Veterans United Home Loans. He later became the Senior Front End Developer and Front End Team Leader for Five-Star Technologies. In January 2017, Randolph joined EquipmentShare.com as a Senior Front End Developer.
On July 15th, 2011, Tom Randolph tweeted "Well, Bitcoin has stabilized at almost exactly $14/coin. I'm tired of waiting for a jump, so I'm taking the loss and getting my cash back." The tweet resurfaces every so often on social media.