| 1 | * BlackSheepHit: "You Don't Know Her Like I Do" and to an extent "One Hell of an Amen" are among his most successful ballads. |
| 2 | * BreakthroughHit: "Country Must Be Country Wide" followed several singles that did not chart at all, and became his first #1 on the country charts. |
| 3 | * FollowUpFailure: |
| 4 | ** After his first two chart entries made it to #1, a re-release of "Kick It in the Sticks" stalled out at #34. |
| 5 | ** The #1 "What Happens in a Small Town" (featuring Lindsay Ell) was followed by "Fire't Up", his first ever single to miss the top 40 entirely. |
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