Jon Roland grew up in the town of Seguin, Texas, received a BS in mathematics from the University of Chicago, and has done some graduate work in computer science. He served for a term in the U.S. Air Force as an Air Traffic Control Officer. He has been a real estate investor, and until his retirement, earned his living as a computer professional, employed by a Fortune 50 firm as a senior developer. He is also the founder and president of the Constitution Society, and has done a great deal of work in the field of constitutional history. He was also the nominee of the Texas Libertarian Party for Texas Attorney General in the 2002, 2006, and 2010 elections.