The series kicks off with Becca on the brink of her second marriage. Everything appears flawless this time, yet she is still haunted by uncertainty. What if she could correct her past mistakes and make the ‘right’ decisions now? Becca’s thoughts drift to her old best friend Lolly, with whom she had a falling out years ago. If only she could speak to her once more… Unexpectedly, after a bizarre elevator ride, Becca gets the chance to do just that when she wakes up in New York City on the morning of her first wedding day in 1995. She’s about to wed Sean, a rebellious artist who is completely unsuitable for her – and she realizes her first step must be to reconnect with Lolly to relive that day. Can she ‘set things right’ by living her life anew while readjusting to life in 1990s New York City – an era of smoking in bars, using pagers, and having an AOL email address? Becca will soon learn that there’s no guaranteed way to make the right choices in life – even with all the knowledge she believes she has now.