Wynn, who was a stalwart of the Cleveland Indians rotation for years with teammates Bob Feller, Bob Lemon and Mike Garcia, notched his 299th win as a Chicago White Sox player in 1962, with a few starts left in the season.
However that milestone win was beyond reach as he struggled in his remaining appearances, finishing up stuck one short of baseball history.
To add to the suspense, and something that would never happen these days, no one signed him for the upcoming 1963 season!
So Wynn sat, not sure if he’d even get a chance to get that one final win, until his old team the Indians signed him on June 21st.
Finally, after a few starts that should have gotten him that elusive win, Wynn took the mound against the Kansas City Athletics on July 13th, and after the Indians scored four runs in the fifth inning to break the game wide-open, (though they would give up some runs to make it a close game later on), Wynn did it, joining some of baseball’s elite hurlers to notch 300 career wins.