Number of weeks spent as #1: 15

Known to fans as the “King of Western Swing,” Bob Wills and his Texas Playboys scored big with songs like the “New Spanish Two Step,” which competed with Al Dexter’s “Guitar Polka” for the top spot in 1946. Wills also covered Red Foley’s 1944 hit “Smoke on the Water” in 1945 and brought it to #1 for two weeks.