Lyric discussion by alexraup 

Cover art for I Will lyrics by Brandi Carlile

This is more about the unbalanced sense of finality in losing someone, whether in a break-up or something deeper. Brandi sings about a relationship that has somehow changed her forever, whether for good or for bad, yet this same person seems to regret every minute of their relationship.

"It's been time to let you go, a thousand times and you'd never know. That it hurts to be the one that you'd regret."

Brandi knows that the relationship was over long before it actually ended, yet she kept holding on. And she knows that her partner regretted every minute of it, while Brandi misses it.

My Interpretation