Reese Wynans grew up in Sarasota, Florida during the 1950s. Wynans and his six other siblings began taking piano lessons at early ages, but he was the only one who "really loved playing." He was a tall man appearing around 2 inches taller than fellow band member Tommy Shannon who stood somewhere around 6 "4" suggesting than Wynans stood at around 6 "6" 
Wynans was a member of the Second Coming, which, from November 1968 to Feb 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.
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 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 album Different Shades of Blue and his "Muddy Wolf" tour, where Joe played songs originally recorded by Muddy Waters and Howlin' Wolf.