CW: There is a discussion about pregnancy loss in this episode (after the second break).

Kate continues to improve her relationship with her phone and Doree feels intellectually restless and craves something new. Then, Wynter Mitchell-Rohrbaugh, digital strategist to the stars, joins them to talk about how her mom had her hypnotized as a child for sucking her thumb, why she dropped out of high school to pursue a career in Silicon Valley as a teen, and her journey in trying to conceive for 2 years. 

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