There are very few heartbreak songs that sting as much as “What Might Have Been.” The song, with lines like, “We could sit and talk about this all night long / And wonder why we didn’t last / Yes, they might be the best days we will ever know / But we’ll have to leave them in the past / I try not to think about what might have been / Cause that was then and we have taken different roads / We can’t go back again / There’s no use giving in / And there’s no way to know / What might have been,” laments a love that could have been. “What Might Have Been” also became the band’s only hit to land in the Top 20 on the Adult Contemporary chart as well.