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Wynans grew up in Sarasota, Florida, United States, during the 1950s. Wynans and his six siblings began taking piano lessons at early ages, but he was the only one who "really loved playing." He is a tall man, appearing around 2 inches (5 cm) taller than fellow band member Tommy Shannon, who is about 6' 4", suggesting that Wynans is about 6' 6" tall.
Wynans was a member of the Second Coming, which, from November 1968 to March 1969 also included two future and founding members of The Allman Brothers Band: guitarist Dickey Betts and bassist Berry Oakley. Wynans was involved in the initial jam session with Duane Allman, Betts, Oakley, Butch Trucks and Jaimoe that led to the formation of the Allman Brothers Band, but was eased aside in favor of vocalist Gregg Allman, as founder Duane Allman did not want two keyboardists, two guitarists and two drummers all in the same band.
In 1973 he played with Captain Beyond and was on the album Sufficiently Breathless. He quit after just one show with the band, later explaining, "Captain Beyond was a great band to play with, but from the management side it was terribly organized... I was very poor at that time, living in somebody´s else garage, so I needed to work and had to quit."
Wynans also played with The Explosives along with Freddie Krc and Cam King.
1985–1990: Stevie Ray Vaughan & Double Trouble
After Vaughan's death, Wynans joined the touring bands of Joe Ely and Lee Roy Parnell. He also toured with Chris Layton and Tommy Shannon on Double Trouble's "Been A Long Time" tour and has performed with Texas R&B-rocker Delbert McClinton.
Since moving to Nashville, Tennessee, in 1992, Wynans has played keyboards for a number of country artists including Brooks & Dunn, Trisha Yearwood, Martina McBride, and Hank Williams Jr. Wynans has also played for blues artists Buddy Guy, John Mayall, Kenny Wayne Shepard, Colin James, Ana Popovic, Dudley Taft, Eli Cook, and Los Lonely Boys.
In 2015, he became the touring keyboard player for blues rock guitarist Joe Bonamassa, replacing Derek Sherinian. Wynans had previously played keyboards on Bonamassa's 2014 album Different Shades of Blue and his "Muddy Wolf" tour, where Bonamassa played songs originally recorded by Muddy Waters and Howlin' Wolf. Wynans appeared with Bonamassa on his winter 2016 tour and featured on his album Blues of Desperation.
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- Krieger, Karen Ann; Stephan Foust (2000). Learn From the Legends: Blues Keyboard. Alfred Publishing Co., Inc. ISBN 0-7390-0961-3.
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