* [[BreakawayPopHit Breakaway Country Hit]]: Both "Heartland" and "I Cross My Heart" off the ''Film/PureCountry'' soundtrack went to number 1. The movie? Not so much.
* NamesTheSame: Somehow, he ended up recording two different songs both titled "She'll Leave You with a Smile" only five years apart. Only the latter was released as a single.
* OldShame: Averted, as he still performs many of his earlier hits in concert, including his debut single "Unwound".