Thirty-two years old and nowhere near her proper life path, Erica Strange gets to work on understanding where she went wrong in her past with the help of Dr. Tom. In each episode Erica relives a part of her past that she regrets and has the chance to do it again the right way.
When problems arise between Erica and Ryan, after Erica goes to a party with Ethan, while Ryan is supposedly away, Erica is sent back to relive an unusual love affair of her university days, in order to understand her feeling about Ryan in the present.
When things escalate between Erica and her mother at the Yom Kippur celebration, Erica is sent back to fix their relationship.
Deciding that Erica might need a rest, Dr. Tom sends her back to relive a perfect day.
On the day of her sister's wedding, doubts are rising in Erica's mind if the couple is meant for each other, so Dr. Tom sends Erica back to find out and to fix her sister's relationship.
Erica is sent back to her Bat Mitzvah to overcome her childish reputation.
Once again, Erica is sent back to her university days, but this time to overcome her fear of confrontation.
Erica is sent back to her first sexual experience to get to the roots of her relationship troubles.
When Erica looks for a new job as an editor's assistant, she finds the editor to be one of her university mates, who joined the "Literati" society back in the days - the most respected club on the campus, that Erica had passed on, which she now regrets having done. Dr. Tom sends her back to her student time to fix that.
Seeking a better life, Erica Strange visits a mysterious therapist, Dr. Tom, who allows her to go back in time and get another shot at her biggest regret from high school.
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