As a teenager he often wrote about baseball card-collecting and appeared in many sports card-collecting periodicals of the mid 1970s.
He is also referenced in Sports Collectors Bible, a 1979 book by Bert Sugar, which is considered one of the important early books for trading card collectors.
His work there earned him 11 Golden Mike Awards In 1992 Olbermann joined ESPN's Sports Center, a position he held until 1997 with the exception of a period from 1993–94 when he was at ESPN2.
He joined ESPN2 as its "marquee" personality to help launch the network.
He was a sports correspondent for CNN and for local TV and radio stations in the 1980s, winning the Best Sportscaster award from the California Associated Press three times. From 1998 to 2001 he was a producer and anchor for Fox Sports Net and a host for Fox Sports' coverage of Major League Baseball.
From March 2003 to January 2011 Olbermann hosted the weeknight political commentary program Countdown with Keith Olbermann on MSNBC.
Instead, Eckersley was sent to join Don Orsillo and Buck Martinez to call the Detroit-Oakland series.Tur had also dated Olbermann, although Mediaite reports that the pair split over a year ago.