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After all the good things that happened to Erica's life lately, there is still that one regret she does not get over: her brother Leo's death. Dr. Tom warns her that it is not permitted to bring back the dead, so Erica asks him to send her back to just say goodbye. But then, temptation takes over...moreless
In order to improve her management skills, Erica is sent back to an old relationship that did not work out the way she wanted. The trip includes participation in a vampire LARP (live-action role play) to learn a lesson about stepping out of the box.
Now that she is supervising the launch of Katie's new book, Erica has turned into a control-freak. Fortunately, she realizes her need to control everything is contributing to the deteriorating relationship with Ethan. She asks Dr. Tom to send her back to prevent the kiss they shared.
After Katie gets a book deal with River Rock Publishing with a story inspired by Erica's life, Erica is sent back to understand the source of her and Katie's "friendship".
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 feelings 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.
When things start going wrong at Judith's baby shower, 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.moreless
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.