Writer and editor
While studying at George Mason, Tucker attended a journalism program in Washington, D.C., where he became a volunteer at the Washington office of the Ludwig von Mises Institute.

In the late 1980s, he went to work for Ron Paul, as an assistant to editor Lew Rockwell, who produced political and investment newsletters on behalf of the former congressman. In 2008, during Paul's campaign for President, those newsletters became the topic of a controversy about racially charged comments some of them contained.

From 1997 to 2011 Tucker worked for the Mises Institute, of which Rockwell was a co-founder, as editorial vice president and editor for the institute's website, Mises.org. From 1999 to 2011 he also contributed scholarly efforts and humorous essays to LewRockwell.com.

In late 2011 he was hired by Addison Wiggin as publisher and executive editor of Laissez Faire Books, and worked in that capacity until 2016. As of 2017, he remains a contributor to LFB.

Tucker was appointed a Distinguished Fellow of the Foundation for Economic Education in 2013, speaking at FEE's seminars and writing for its publication The Freeman. From 2015 to 2017, he was FEE's Director of Content.