Complex sentence: While assigned to the 384th Air Refueling Wing at McConnell Air Force Base in Wichita, Kansas, he would often go downtown to do stand-up comedy and competed as a comedian/MC in the U.S. Air Force's Talent Contest in 1981.
Split into simpler sentences: While assigned to the 384th Air Refueling Wing at McConnell Air Force Base in Wichita, Kansas, he would often travel downtown to perform stand-up comedy. He competed as a comedian/MC in the Air Force's Talent Contest in 1981.