From 1998-2000, Anderson handled Minor League and Little League Baseball telecasts for ESPN. He received his start in baseball with the San Antonio Missions, the Double-A affiliate of the San Diego Padres, serving as a radio/television play-by-play announcer from 1994-98 and from 2000-03.

Anderson joined the Brewers from The Golf Channel, where he worked as a play-by-play announcer from 2003-06. In his role there, he served as a host for a variety of the network's events, including the PGA and Nationwide Tours. Anderson also worked at FSN Southwest as a sideline reporter for the San Antonio Spurs from 1999-07, where he saw the Spurs win three NBA Championships.

For the past three years, Anderson has been tabbed by TBS to do play-by-play for the network's coverage of the National League Division Series, calling the Brewers-Phillies series in 2008, the Rockies-Phillies series in 2009 and the Reds-Phillies series in 2010. He also served as announcer on TBS' broadcast of the Rockies-Cardinals regular season game on September 27, 2009.

In 2010, TBS named him, along with Dick Stockton and Ernie Johnson, Jr. as play-by play replacements for Chip Caray on TBS MLB Sunday regular season broadcasts. In addition, Anderson started calling NCAA basketball games for ESPN during the 2009-2010 season.

Anderson played catcher on the nationally-ranked baseball team at St. Mary's University, Texas and graduated Cum Laude from the school in 1993 with a degree in English-communications. His brother, Mike Anderson, had a stint in the majors as a pitcher with the Cincinnati Reds and is currently a major league scout in the Texas Rangers organization.