For over 40 years Gene Callahan worked in the political arena, first as a journalist with the Illinois State Register (Springfield) from 1957 to 1967, then as assistant press secretary for Gov. Sam Shapiro, and Lt. Gov. Paul Simon's press secretary until 1972. In 1974 he began his long association with Alan Dixon, when Dixon served as Illinois state Treasurer, then Illinois Secretary of State. When Dixon moved to the U.S. Senate in 1981, Callahan became his chief of staff and most trusted political advisor. After Dixon lost a reelection bid to Carol Mosley Braun in 1992, Callahan worked for several years as the chief lobbyist for Major League Baseball, fighting to preserve its exemption from the Sherman Antitrust Act. His long friendship with Senator Dick Durbin dates back to the days when both worked for Lt. Gov. Simon.