Desiree's father passed away from cancer about a year ago, but in recent months, her mom has joined multiple dating apps and started going on several dates a week. Desiree understands that everyone grieves differently and knows her mom has been lonely, but she can't shake the feeling that her mother is moving on too quickly. Seeing her get excited about the attention she's receiving from strangers has left Desiree feeling hurt, conflicted, and even betrayed. At the same time, she genuinely wants her mom to be happy. Now she's turning to Sarah and the crew for help sorting through these complicated emotions.

In our second session, Phoebe married young and spent 16 years with her ex-husband, Ryan. Four years after their divorce, Ryan suffered a serious medical emergency—and Phoebe was still listed as his emergency contact. Seeing him in the hospital brought a flood of old feelings rushing back, and the two have since resumed contact. The complication? Phoebe is now engaged to Greg. As her connection with Ryan deepens, she finds herself torn between a past love she thought was behind her and the future she's built with her fiancé. Unsure where her heart truly belongs, Phoebe is searching for a way forward without hurting the people she cares about.

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Rachel recently discovered that her fiancé has been secretly paying his ex-girlfriend Vanessa’s rent from their joint account for almost a year. He says Vanessa fell on hard times after losing her job and swears there’s nothing inappropriate going on between them. According to him, he only kept it from Rachel because he knew she wouldn’t understand. But for Rachel, the betrayal runs deeper than the secrecy and the shared money being spent on another woman: they’re supposed to be saving for their wedding.Her fiancé argues that Vanessa has no one else to turn to, and that helping her is a reflection of his character. But is this generosity or a major breach of trust?

How should Rachel handle what feels like extreme financial infidelity and the fact that her fiancé is framing it as moral high ground? Could this “charity” spill into other parts of their relationship? Is Rachel being too harsh, or just setting reasonable boundaries? Sarah, Ellen, and Ryan weigh in to help Rachel make sense of this complicated situation.

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Amanda and her husband, Tyler, both work for the same company. After Amanda is promoted, she suddenly finds herself in the uncomfortable position of managing her own spouse. While Tyler was initially supportive, his behavior has shifted: he’s now distant at work and at home, where frequent arguments often spiral into clashes over what he sees as a lack of respect for him as a man. At the same time, one of Amanda’s employees, Brandon, has been consistently encouraging and supportive, and she finds herself increasingly drawn to his company. Feeling caught between her husband’s growing resentment and her own complicated emotions, Amanda turns to Sarah for guidance on how to navigate her marriage, her role as a boss, and her emerging attraction to Brandon.

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