Here is what was supposed to happen in season 2 of Hindsight before the shocking cancellation.

HINDSIGHT (VH1)
Ended: March 11, 2015 (after one season)

What Would Have Happened in Season 2: Becca’s time-travel adventures ended abruptly after a single season, with VH1 renewing… and then cancelling… the ’90s-set dramedy. Star Sarah Goldberg — now an Emmy nominee for HBO’s Barry — recently told TVLine that in a possible Season 2, Becca and her friend Lolly “were going to end up back in the future, but [Becca’s brother] Jamie was really in a bad state. Lolly saw in the late ’90s when his drug addiction got out of control, and she felt there was one moment that what she did was the catalyst for his path down that road. So she was going to go back to just before that moment to try to save Jamie.” In this alternate timeline, though, Becca and Lolly were no longer friends, “so she has to get Becca back first before she can save Jamie.”