Before an annual family road trip, I realized we had three generations of family competing for control of the speakers. We needed a solid road trip playlist, and an idea struck: What if we ...

Most of these songs can still be heard on great radio stations or stages today. Others like Diamond Rio's submission have found a home elsewhere. Country music was remarkably upbeat in the year 2000.

Just lift her like this. - Oh, lift her like this? (upbeat intro music) ♪ You are sunshine my only sunshine ♪ ♪ You make me happy when skies are gray ♪ ♪ You'll never know dear how much ...