But that was in the distant past, before Rebecca became all too familiar with Jack’s problems, and in the less distant past, Jack’s drunken assault on Sam Trammel’s musician Ben and his ugly dismissal of her music as a career went too far beyond her immediate range for forgiveness.
Jack and Rebecca’s relationship was mirrored across the episode’s timelines, with the past offering up a look at how Jack’s life was quickly headed down the toilet until he was “saved,” so to speak, by Rebecca’s voice.
She couldn’t just save him then.
And he later admits that he had a blind date set up that he flaked out on because of her, possibly implying that he was saved from a much less fulfilling existence with another woman/family.