You either love him or you hate him.
These days Gerry Callahan is perhaps best known for his biting political commentary on the Dennis and Callahan morning show on WEEI, but it’s easy to forget that at one time, he was perhaps one of the best sports writers in the country.
Callahan grew up in Massachusetts, graduating from Chelmsford High School and UMass Amherst. He started his career with the Lowell Sun in 1983 and then moved on to the Boston Herald five years later. In 1994, he moved on to Sports Illustrated, where was a senior writer for the publication.
He was a frequent Big Show co-host in the early days of the program, before getting his own show with John Dennis starting in 1997. After leaving SI, he rejoined the Herald as a columnist.
The D&C program has garnered its share of attention, and not all of it positive. In 2007, Callahan missed several months of work on the show with a throat ailment. By the time he was healthy enough to return, his contract as well as that of co-host Dennis was up for renewal, which resulted in a brief lockout for the pair which had them returning in time for the first “Patriots Monday” of the 2007 season on September 10th.