Jared and Jordana catch up on life and, specifically, their current locations. Jared is missing the comedy scene in NYC, while Jordana shares how raising a family is going! They then watch a TikTok of a woman giving dating advice, suggesting that women should tell men they need to be “babied” to make them want to take care of them. Also, J&J give their ruling on a Gift Edition of Judge and Jury, weighing in on boyfriends’ attempts at jewelry gifts, a stressful spa day, and a boyfriend who regifted a corporate gift!

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Jared and Jordana find an interview with Chelsea Handler, who hired a family therapist for her ex's kids so she can still have a relationship with them post-breakup with their dad, and we're wondering: Is this how we should approach breakups? They then discuss a listener who is dating a man two inches shorter than her, another whose ex won't pay back half the rent, and whether a wedding ring tattoo means a gym crush is off-limits! Lastly, some red flags or dealbreakers you don't want to miss, including a grown man with just two pairs of underwear and socks. Is he a guy you should continue dating?

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It’s a Happy Halloween here at the BETCHES studios with Jordana and Jared, who are dressed as a big baby and a praying mantis. They’re ranking Halloween costumes, from Hercules and Phil to Monica and Chandler in Barbados and more! J&J tell all singles in their 20s, 30s, and 40s what they need to be doing on Halloween night, and that’s finding a party!! Lastly, they bring back Awkward Encounter about a woman whose ex gets confronted by his new girlfriend, who asks her for a naughty Halloween party request.

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Jared and Jordana are reading The Cut’s new article, “The Case for the Entry-Level Boyfriend,” and discussing how maybe you should date someone who doesn’t check every box, and how, maybe, maybe, situationships can teach you more than you think! It’s Halloween week, and Jordana hopes doctors aren’t dressing up as Dracula and how a guy's Halloween costume can avoid giving you the ICK. They also discuss a fiancé who takes a bite out of a muffin top and puts it back, and a woman who refuses to call her girlfriend her girlfriend. Plus, is hearing your partner call their parents “mommy and daddy” an absolute deal breaker?!

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Jared and Jordana are diving into listener emails, and one is about an ex who still wants to join a football betting pool even after a breakup over Bad Bunny the day before an important abortion appointment. Another emailer asks J&J how to get out of a 14-year situationship with her ex’s parents, as they can’t stop calling her each year on her birthday. J&J suggest that she not cut ties just yet!

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Jordana and Jared learn that Tobey Maguire officiated his ex-wife’s wedding just weeks after finalizing their divorce, and they debate whether it’s sweet or just super weird. They then help a newly married listener who can’t fall asleep without listening to a podcast while her husband needs complete silence! J&J also answer questions about how to define the relationship and whether accepting a free drink while in a relationship is a red flag or a dealbreaker.

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Esther Perel is back to join Jordana and Jared to talk about AI girlfriends, if using AI to write a love letter is dishonest, and the real reason we are choosing our phones over in-person connection. J&J and Esther talk about friendship breakups and whether going to therapy with your friend will help. Plus, we get Esther Perel’s take on chores in the home. Does she end up agreeing with J&J’s dating advice?!

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This week, J&J learn that Hinge is banning screenshots, and they question whether this is good for dating or helps cheaters get away with it! They Jordana and Jared see a man who posted his divorce announcement with a thoughtful, brief FAQ and discuss whether all breakups should have posts like these. They then discuss if it’s weird to keep a list of everyone you’ve slept with, whether single friends should be invited to couples nights, and if it’s petty to refuse to treat your ex’s new baby. Lastly, they discuss being compared to an ex by your husband’s family and how many football leagues are too many to be apart of?!

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Jared and Jordana are learning about Instagram’s new blur feature for “soft launching” couples in their new segment, Are U Up to Date? They then answer a listener’s email about asking for an engagement ring back after years of marriage and whether it’s petty or prudent. Lastly, they help an unsure listener who doesn’t want a second big wedding, but her new fiancé, who has never been married, wants a big wedding to celebrate his family’s Chinese wedding traditions.

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Jordana and Jared are reading through a listener’s breakup texts, and the list of reasons to end it is long! A cozy cabin weekend in the woods was not as romantic as she thought, with complaints about restaurant choices, what time to go to the farmers market, and feeling judged for her kinks. J&J also get into the latest dating news, from Margot Robbie taking her husband’s last name after nearly 10 years of marriage to a $10 NYC dating photo booth that matches strangers using question surveys. Lastly, they get into family-related red flag dealbreakers, including a boyfriend who texts his girlfriend’s mom, a family that keeps the TV on all day, and if refusing to try your partner’s mom’s food is a dealbreaker.

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Heather McMahan joins Jordana & Jared to talk about living with her mom after becoming a newlywed and getting fired from the Ryder Cup! She talks about how meeting her husband in a gay bar made her feel love at first sight, and she shares her direct advice on how to pick a life partner! Lastly, they help give advice to a newly married couple with a baby on how to navigate living with their parents while being new parents themselves!

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