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U Up?
PodcastComedyRelationshipsEnglishE

U Up?

NewIs Flirting Cheating? Chloe Radcliffe Talks Microcheating & Relationship BoundariesNovember 13, 2026 · 56 min
Episodes
821
Released
weekly
Latest episode
Nov 13, 2026

About the podcast

U Up? is the definitive modern dating podcast presented by Betches co-founder Jordana Abraham and comedian Jared Freid, where they discuss their take on the ebbs and flows of the crazy dating world we live in. From interpreting dating app interactions and weird sexual encounters, to defining the relationship and everything in between - they’re here to make sure you don’t die alone. For more fun dating commentary, polls, and bonus content, follow @u.up.podcast on Instagram. Become a friend (with benefits) of the podcast and subscribe to receive early release and ad-free versions of all our new episodes, plus bonus subscriber-only episodes. To sign up and become a friend (with benefits) today head to: subscribe.betches.com Watch U Up? on YouTube: http://youtube.com/betches

Episodes 821

  1. Is Flirting Cheating? Chloe Radcliffe Talks Microcheating & Relationship Boundaries

    56 minEpisode 814

    Comedian Chloe Radcliffe joins J&J to talk about her new Comedy Central special, Eyes Down Here, and her solo show, Cheat, which explores her history of infidelity! Chloe talks about emotional cheating, the …

    Show notes

    Comedian Chloe Radcliffe joins J&J to talk about her new Comedy Central special, Eyes Down Here, and her solo show, Cheat, which explores her history of infidelity! Chloe talks about emotional cheating, the difference between microcheating and crossing a line, and how open she is with her partner and why being honest about flirting can actually make a relationship stronger. The three discuss how Chloe’s birthmark affected her confidence and dating life, and why we think a listener should not get plastic surgery just because her boyfriend asked her to!

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  2. He Slept With Someone Else Before We Were Official: Is That Cheating?

    1 h 42 minEpisode 813

    Happy Anniversary to U Up? and J&J! It’s officially 9 years of taping the podcast! They are going back in time and revisiting some of their earliest dating advice from 2017. Will they agree with their former …

    Show notes

    Happy Anniversary to U Up? and J&J! It’s officially 9 years of taping the podcast! They are going back in time and revisiting some of their earliest dating advice from 2017. Will they agree with their former selves? They revisit questions like whether calling your parents every night is a red flag, dating someone who has never said “I love you,” getting caught in a messy relationship beginning, and how many drinks are too many on a first date. They revisit 9 listener questions and see how their answers have changed! They also talk about how late is too late to arrive to a date, performance anxiety, inspirational IG quotes, and if a man who cries in public is actually hubby material.

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  3. Is Regifting a Gift to Your Girlfriend a Deal Breaker?

    46 minEpisode 812

    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 …

    Show notes

    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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  4. I Broke Up With My Boyfriend, But Do I Have to Break Up With His Kids?

    1 h 29 minEpisode 811

    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 …

    Show notes

    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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  5. My Ex's New Girlfriend Got a Little Too Comfortable on Halloween

    47 minEpisode 810

    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 …

    Show notes

    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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  6. Are Situationships Helping You Find Your Soulmate?

    1 h 17 minEpisode 809

    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 …

    Show notes

    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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  7. We Broke Up Over Bad Bunny, but He's Still in My Football Pool

    41 minEpisode 808

    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 …

    Show notes

    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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  8. Would You Let Your Ex Officiate Your Wedding to Your New Husband?

    1 h 32 minEpisode 807

    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 …

    Show notes

    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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  9. Can Friendship Breakups Be Fixed in Therapy? ft. Esther Perel

    55 minEpisode 806

    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 …

    Show notes

    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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  10. My Mother-in-Law Stalks My Husband’s Ex and Keeps Comparing Me to Her

    1 h 28 minEpisode 805

    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 …

    Show notes

    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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  11. My BF Asked His Ex-Wife for Her Engagement Ring Back, What an ICK

    52 minEpisode 804

    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 …

    Show notes

    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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  12. I Thought We Were in Love, But Then He Listed 20 Reasons to Break Up!

    1 h 26 minEpisode 803

    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 …

    Show notes

    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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  13. Can Your Marriage Survive Living With Your Parents? ft Heather McMahan

    44 minEpisode 802

    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 …

    Show notes

    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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  14. My Boyfriend Has a High-Conflict Baby Mama – Help!

    1 h 1 minEpisode 801

    It’s a rapid fire episode with 10 relationship questions from YOU, the listeners. Jordana and Jared answer questions about how long is too long to go without sex or a marriage proposal! They discuss whether …

    Show notes

    It’s a rapid fire episode with 10 relationship questions from YOU, the listeners. Jordana and Jared answer questions about how long is too long to go without sex or a marriage proposal! They discuss whether high-drama baby mamas are worth it long-term, how to split chores at home, and how to combine finances. They also discuss trips, from honeymoons to splitting visits with the in-laws for the holidays, and how both can be stressful to plan! Lastly, they get into relationships outside your marriage and whether you can come back from emotional cheating or not. It’s a spicy rapid fire episode you don’t want to miss!

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  15. She's Older, He's Younger: Is a 7-Year Age Gap Too Much?

    35 minEpisode 800

    It’s autumn, and Jordana & Jared are challenging their listeners to put down their phones, get out of the house, and talk to people! They then get into questions from you and decide if secretly hiding your …

    Show notes

    It’s autumn, and Jordana & Jared are challenging their listeners to put down their phones, get out of the house, and talk to people! They then get into questions from you and decide if secretly hiding your partner’s ugly clothes is petty or prudent. Or just helpful?! Lastly, they help a woman decide whether or not to make a move on a guy 7 years her junior. Does age really matter?

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  16. My Husband Used AI to Write Me a Birthday Card!

    1 h 20 minEpisode 799

    Jordana discovers her husband used an AI chat to help him write her birthday card, and she has some feelings about whether a love letter still counts when chat gpt edits it for you! Jared and Jordana then get …

    Show notes

    Jordana discovers her husband used an AI chat to help him write her birthday card, and she has some feelings about whether a love letter still counts when chat gpt edits it for you! Jared and Jordana then get into listener questions, answering a woman who found her husband texting an ex, whether busking on NYC streets is a red flag, and whether asking for a number before a date means something or if it’s okay to keep the chat on hinge. They also discuss Jared’s comedy special and how getting a message from David Schwimmer, yes, Ross Geller, was a career highlight!

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  17. Dumping Someone in Public: Is It Ever Okay?

    57 minEpisode 798

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  18. My Boyfriend Won’t Propose Until I Run 125 km!

    1 h 37 minEpisode 797

    Jordana tells Jared how her vacation ended up being the busiest and most unrelaxing, but also the most fun, due to Ronnie the dog getting kicked out of boarding for peeing and joining the family’s chaotic …

    Show notes

    Jordana tells Jared how her vacation ended up being the busiest and most unrelaxing, but also the most fun, due to Ronnie the dog getting kicked out of boarding for peeing and joining the family’s chaotic Montauk trip! They then get into listener emails and discuss whether a partner should wait in the regular TSA line, what actually marks the end of the honeymoon phase, and whether small gestures like Trader Joe’s flowers matter more than big romantic moves. They also talk about a passionate “lake life” man who may have used his love of camping as an excuse to break up, and whether a fantasy football draft on your wife’s birthday is a red flag or deal breaker. We say yes!

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  19. Would You Be a Wedding Crasher If Your Date Asked You?

    39 minEpisode 796

    Jared and Jordana discovered that you can crash a wedding and think it’s the best way to spend a night out with someone you’re dating! From black-tie dress codes to open bars and live bands, it’d probably make …

    Show notes

    Jared and Jordana discovered that you can crash a wedding and think it’s the best way to spend a night out with someone you’re dating! From black-tie dress codes to open bars and live bands, it’d probably make the best eighth date. They also advise a listener to take a break from dating apps after he starts analyzing whether his spontaneous Bumble date will make a good mother. Too soon, buddy! Lastly, they discuss the awkward conversations that come with financially relying on your partner, including budgets, joint savings, debt, and what happens if you break up.

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  20. I’m ICKed Out Over My Boyfriend Fangirling Over a Tennis Player

    1 h 15 minEpisode 795

    It’s Jordana’s birthday, Happy Birthday, Jordana! J&J debate wedding plus-ones, jealous partners, and how much texting is too much when you’re dating. They also dive into a text thread discussion of a boyfriend …

    Show notes

    It’s Jordana’s birthday, Happy Birthday, Jordana! J&J debate wedding plus-ones, jealous partners, and how much texting is too much when you’re dating. They also dive into a text thread discussion of a boyfriend fangirling over a professional tennis player and his girlfriend is getting the ICK! They then discuss if it's a red flag for a woman who spends five nights a week at salsa class, and whether you should stay friends with someone you cheated with!

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  21. Lauren Lapkus Has a Dating App Imposter

    34 minEpisode 794

    Lauren Lapkus joins Jordana and Jared to talk about dating actors, marriage, kids, and whether being good at acting makes someone too good at lying?? The three play red flag or deal breaker, asking Lauren on …

    Show notes

    Lauren Lapkus joins Jordana and Jared to talk about dating actors, marriage, kids, and whether being good at acting makes someone too good at lying?? The three play red flag or deal breaker, asking Lauren on everything from an ex’s wedding dress to bad breath, Disney adults, and having a sexual fantasy about your date’s famous character!

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  22. How Long Should Your Husband Wait to Remarry After You Die?

    1 h 25 minEpisode 793

    Jared shares about meeting his girlfriend’s friends, how he got questioned about his phone use, and how being in a relationship means meeting the friend group! Then J&J discuss how men really feel about losing …

    Show notes

    Jared shares about meeting his girlfriend’s friends, how he got questioned about his phone use, and how being in a relationship means meeting the friend group! Then J&J discuss how men really feel about losing a partner, how they would go about life after a partner’s death, how often your spouse should visit your grave, and whether remarrying too soon should get you written out of the will. They also discuss a husband lying about buying his ex a gift, stalking an ex’s IG stories, Disney Adult red flags, asking someone if they had a good time on a date, and whether shutting off your apartment’s electricity is a red flag or a deal breaker.

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  23. How Do You Start Dating Again After Divorce?

    41 minEpisode 792

    Jordana and Jared watch a TikTok of a groom zip lining into his own wedding and debate whether a groom spending $24K is a major ICK. They then answer a question from a newly single mother who is nervous about …

    Show notes

    Jordana and Jared watch a TikTok of a groom zip lining into his own wedding and debate whether a groom spending $24K is a major ICK. They then answer a question from a newly single mother who is nervous about dating again, and they call Jordana's mother! Jordana's mom is a gynecologist who has dated after divorce and raised 8 kids, and gives a lot of great advice this episode about getting back into dating, talking about your kids with your date, feeling confident and sexy again, and why a date should feel like a chance to get out of mommy mode! Plus, Dr. Lisa Rosenberg gives some VERY candid advice about keeping things fresh down there!

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  24. Does a Texting Lull Mean the Date Is Off?

    1 h 15 minEpisode 791

    Jordana and Jared discuss a dating app match who canceled a first date after there was a lull in texting and then sent practically a full dissertation explaining his communication style as if his date was in …

    Show notes

    Jordana and Jared discuss a dating app match who canceled a first date after there was a lull in texting and then sent practically a full dissertation explaining his communication style as if his date was in the wrong for not knowing. J&J also answer whether wearing an ex’s gift years later means you’re still thinking about them, if a co-ed bachelor party where partners aren’t invited is petty, and whether a filthy apartment is an instant deal breaker! Also Jared shares how he shares his upgrade on a flight with his girlfriend instead of taking it for himself – growth!!

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  25. Would You Take a Sperm Donation From A Married Friend?

    49 minEpisode 790

    It’s a Friday Feels episode and J&J are questioning, "would you pay $5,000 to break up with someone"? The two then get into listener questions and discuss whether it’s petty or prudent to ask for your shared …

    Show notes

    It’s a Friday Feels episode and J&J are questioning, "would you pay $5,000 to break up with someone"? The two then get into listener questions and discuss whether it’s petty or prudent to ask for your shared spicy toy back after a breakup. They also read a question from a single woman who is searching for a sperm donor to have a child and was surprised when her married male friends offered their own – without consulting their partners!?!

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  26. Your Crush Is Dating Your Friend. What Do You Do?

    1 h 33 minEpisode 789

    Jordana and Jared discuss what to do when your friend starts dating your crush, whether the way you handle getting roasted at a comedy show is an ick, and how to handle overbearing in-laws. They also talk …

    Show notes

    Jordana and Jared discuss what to do when your friend starts dating your crush, whether the way you handle getting roasted at a comedy show is an ick, and how to handle overbearing in-laws. They also talk summer dating, waiting for your partner at the airport, and using AI to write a prenup. Also Jared has a new Netflix special, The Family Plan, coming September 1! Add to your queue today!

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  27. Harry Jowsey Wants to Be a Stay-at-Home Husband

    34 minEpisode 788

    Harry Jowsey joins Jordana and Jared to talk about how he was engaged to 20 women at once for his new Netflix’s show, Let’s Marry Harry, what changed for him after losing his father and why dating is harder …

    Show notes

    Harry Jowsey joins Jordana and Jared to talk about how he was engaged to 20 women at once for his new Netflix’s show, Let’s Marry Harry, what changed for him after losing his father and why dating is harder when it's played out on social media! Harry weighs in on listener questions where the guy asks for a first-date ultimatum and whether it’s ok to date multiple people at once, and why he’d rather text than call someone for a breakup. We learn a lot about Harry and how charming he is and why you should watch his new show!

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  28. Can You be Engaged for Years without Getting Married?

    1 h 8 minEpisode 787

    Jordana and Jared debate whether it’s okay for your boyfriend to go on a trip with his ex, especially when they still own an apartment together. They also decide if an ex was petty for showing his former …

    Show notes

    Jordana and Jared debate whether it’s okay for your boyfriend to go on a trip with his ex, especially when they still own an apartment together. They also decide if an ex was petty for showing his former girlfriend the engagement ring he bought for her, and whether a bad first kiss is enough to end a great date. Plus, they talk fanny packs, tasting-menu dates, and why some couples get engaged without planning to get married.

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  29. What Do Men Actually Want on Their Wedding Night?

    46 minEpisode 786

    Jared opens up about a fear of his when getting serious with his partner, figuring out how to balance love, family, and a career that keeps him on the road. Then J&J debate whether a husband should text his ex …

    Show notes

    Jared opens up about a fear of his when getting serious with his partner, figuring out how to balance love, family, and a career that keeps him on the road. Then J&J debate whether a husband should text his ex happy birthday and solve a bride’s very specific $10,000 wedding dress wedding night dilemma!

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  30. Jordana Is Looking for a New Sister-in-Law!

    1 h 2 minEpisode 785

    Jordana and Jared get a visit from Jordana’s brother, Jon! He joins to pick up a toothbrush but ends up talking about dating in San Francisco, why he wants more banter and “relational chaos,” and whether …

    Show notes

    Jordana and Jared get a visit from Jordana’s brother, Jon! He joins to pick up a toothbrush but ends up talking about dating in San Francisco, why he wants more banter and “relational chaos,” and whether Jordana can help him find a girlfriend. Then J&J play Second Date Yay or Nay after a three hour brewery date ends with a guy asking if a woman’s birthmark is an allergic reaction. It’s giving Nay. Also, Red Flag or deal breaker: your boyfriend refuses to like your IG post? They also discuss whether a boyfriend should offer to help when his girlfriend is overwhelmed by a new golden retriever puppy!

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These are the latest 40 of 821 episodes. You’ll find older episodes in the podcast’s feed.

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