 With former Smoky Mountain Boys bandmate Charlie Collins, Oswald formed the musical comedy duo "Os and Charlie", which was a fixture at the Opryland theme park and on the Grand Ole Opry.He participated in 1994's "The Great Dobro Sessions" album, featured alongside such other resonator guitarists as Mike Auldridge, Jerry Douglas, Josh Graves, Rob Ickes, Tut Taylor and Gene Wooten.Gibson Guitar Corporation, owner of the Dobro brand of resonator guitars, created a "Brother Oswald" signature series Dobro in 1995.