- Awesome Music: Several of his songs. One lesser-known single that's a fan favorite is "Sweet Music Man".
- Covered Up:
- "Ruby, Don't Take Your Love to Town" was written by Mel Tillis and first released by Johnny Darrell.
- His second Top 40 hit was "Laura (What's He Got That I Ain't Got)", which was previously a #1 by the very obscure singer Leon Ashley.
- Don Schlitz released his own version of "The Gambler" shortly before Kenny did.
- His 1988 single "I Don't Call Him Daddy" only got to #86. Five years later, Doug Supernaw took a cover of the song to #1.
- Bob Seger was the first artist to release "We've Got Tonight".
- Many of his hits were Cover Versions of songs first recorded by obscure singer-songwriters. Besides "The Gambler" there was "She Believes in Me" (Steve Gibb), "You Decorated My Life" (Bob Morrison) and "I Don't Need You" (Rick Christian).
- The First Edition's "Just Dropped In (To See What Condition My Condition Was In)" was first released by Jerry Lee Lewis, of all people.
- The Woobie: Tommy from Coward of the County, until He becomes a Woobie, Destroyer of Worlds