His start in the music business came at the age of 17, where he began a long tradition of performing on the Wheeling radio station WWVA, home to many a picker. In Wheeling, he often performed with players such as the fiddlers Buck Ryan and Herb Hooven, and had the pleasure of nabbing both the great banjo player Don Reno and the entertaining early bluegrass and country artist Red Smiley as sidemen in his band in 1951. These two artists worked for another Virginia radio station with a heavy bluegrass orientation, Roanoke's WDBJ. Tommy Magness was the bandleader that had helped cultivate the talents of both Reno and Smiley, cutting some sides in the early '50s for small regional labels. All three pickers sometimes joined forces with Stroud for an association centered around the Wheeling Jamboree that lasted into the mid-'50s, during a period when other up-and-coming players such as the dobro wizard Josh Graves also polished their styles under Stroud's capable guidance. From Stroud's band, Graves went on to join Flatt Scruggs, and the rest was bluegrass history. The development of television began to slash away at the radio audience during this period, with the logical development that bean-counters at these stations began to do away with live music programming. Stroud headed north at the urging of the Hillbilly Ranch venue in Boston, and wound up staying there nearly two years. Other pickers that had located in New England such as fiddler-cum-rocket scientist Tex Logan became his steady associates. Stroud made quite an impact on the budding New England bluegrass scene, and has been mentioned as a strong influence in interviews with players such as the fine mandolinist and bandleader Joe Val. Economic considerations caused him to focus more on guitar and frontman action than fiddling, however. Like many players, he found he could only make a reasonable living as the leader of his own group, doing the singing. And in bluegrass, this job is usually reserved for whoever is strumming rhythm guitar, despite the reality that just about any instrumentalist could lead a band.
He came up with the name Blue Mountain Boys for his group when he happened to see a sign for the Blue Mountain tunnel on the Pennsylvania Turnpike. The concept of bands pressing their own albums to sell at shows is often considered an innovation of the free jazz or punk rock eras of the '70s and '80s respectively, depending on one's point of view, but many bluegrass artists such as Stroud were involved in similar business activities in the '50s. New Star was basically a name cooked up to cover a single Stroud had pressed in New York city to sell at shows, and it wound up being the only recording he ever issued under his own name. His discography might have developed much further had things gone differently with a contract he was offered by none other than MGM following the death of their main hit country artist, Hank Williams. Stroud, however, claimed that his agent of the time "messed the contract up," and nothing ever came out under his name on the roaring lion's mega-imprint. In his later years, Stroud concentrated more on skits and old-time numbers such as Sally Goodun, downplaying the bluegrass. With Doc Williams, he toured a circuit which included New England, the eastern provinces of Canada, and occasionally the Appalachian home turf. ~ Eugene Chadbourne, Rovi