That same year, he joined Paul Howard’s Western swing-oriented Arkansas Cotton Pickers as half of Howard’s twin-guitar ensemble with Robert “Jabbo” Arrington and performed on the Grand Ole Opry. When Howard left, Opry newcomer Little Jimmy Dickens hired several former Cotton Pickers, including Martin, as his original Country Boys road band. Grady Martin Guitarist later joined Big Jeff Bess and the Radio Playboys followed by a stint with the Bailes Brothers Band.

By 1950, Grady Martin Guitarist was a part of the rising Nashville recording scene as a studio guitarist and fiddler, and his guitar hooks propelled Red Foley’s “Chattanoogie Shoe Shine Boy” and “Birmingham Bounce”. In 1951, he signed with Decca Records with his own country-jazz band, Grady Martin and the Slew Foot Five. In addition to backing mainstream acts like Bing Crosby and Burl Ives, they began to record in their own right, with later sessions under the name Grady Martin and his Winging Strings when he introduced his twin-neck Bigsby guitar. The band, with Hank Garland, Bob Moore, Tommy Jackson and Bud Isaacs made regular appearances on ABC-TV’s Ozark Jubilee in the mid-1950s.