Winston Holmes is a bit of an enigma. He was probably born around 1898 in Kansas City (Missouri) and was a good looking and restless man. He started a record label, Merritt Records, and was a performer himself. His vocals were energetic, with bird calls, train whistles and yodels. He made some songs with Lottie Kimbrough, a blues singer who made a career in the twenties. You can hear them together on Lost Lover Blues and Wayward Girl Blues.
He also made a session with Charlie Turner playing twelve-string guitar and harmonica on Rounders Lament and The Kansas City Call, with bird calls on both songs and yodel on the second one. No more info about all this, but these yodels are very early examples, at a time where Jimmie Rodgers was popularizing them.