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Dobro whiz Mike Auldridge, bassist T. Michael Coleman, and lead vocalist and guitarist Lawrence "Moondi" Klein started Chesapeake to fill in their schedule between gigs with the Seldom Scene. But, when they were joined by mandolinist Jimmy Gaudreau, formerly of the Tony Rice Unit, the result was so successful that they agreed to make it a more permanent unit. The decision proved to be one of the best they'd ever made. Taking a more serious approach than they did with the Seldom Scene, they created one of the most innovative sounds in contemporary bluegrass. While the group's ties to the hill country tradition remained as solid as its past efforts, Chesapeake took things a step further with well-conceived arrangements, pure-as-honey vocal harmonies, and masterful instrumentation.

Chesapeake represented a natural evolution for Auldridge. A founding member of the Seldom Scene, he had grown frustrated by the band's lackadaisical attitude toward rehearsing. Although banjo player Ben Eldridge, who worked as a mathematician during the week, and mandolinist/vocalist John Duffey, who worked as a guitar repairman, rarely played their instruments outside of performances, Auldridge lived and breathed music. Coleman, a former sideman for Doc and Merle Watson who joined the Seldom Scene in 1988, was the same way. The two musicians had previously recorded a trio album with former Seldom Scene lead singer Lou Reid.

Their disenchantment with the Seldom Scene's light touring schedule intensified when Reid left the band and the group's original lead singer, John Starling, who worked as a medical doctor, returned. Starling only remained for a little over a year. Although Moondi Klein, formerly of Rock Creek, replaced him, Auldridge and Coleman continued to seek other outlets. When Guadreau became equally frustrated with the schedule slowing down of the Tony Rice Unit, the final pieces of Chesapeake were assembled. After rehearsing for several months in Auldridge's basement, the group gave its first performance. While Auldridge, Coleman, and Klein worked with both the Seldom Scene and Chesapeake for a while, they gave their notice in 1995.

A wide range of material was incorporated into Chesapeake's repertoire. While country songs by the Carter Family, Norman Blake, and Bill Emerson were treated to modern interpretations, the band was as effective with its renditions of tunes by folk singer/songwriters, including Tom Paxton and Steve Gillette, and rock performers such as Van Morrison and Little Feat. Chesapeake remained together for five years, and disbanded in 1999, with the bandmembers pursuing a variety of performing and recording endeavors. Mike Auldridge released a number of solo albums during the following years, but died at age 73 in December 2012 after a decade-long battle with prostate cancer. ~ Craig Harris, Rovi