It’s the biggest shopping day of the year, but before you get the new iPhone 16, J&J want you to know how a new AI feature on the iOS 18 update could affect your dating life. With breakup texts submitted to our Instagram and a ChatGPT assist from our producer, Shannon, Jared and Jordana break down how the conversations went and generate what an AI version would look like. They also determine when a breakup text is appropriate and play out their own breakup scenarios. The episode ends with a round of “Icky or Picky?” about proposing a shopping spree for a first date. Is this a fun way to get spoiled for a few hours by a dating app rando, or is it just creepy?

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