On this week’s episode, Jared and Jordana start out with a chat about Jared’s upcoming Ted Talk and our new segment for the live tour called “Set U Up?”. The first emailer asks how she’s supposed to respond when dates ask “how are you still single?” Jared explains why guys ask this question, and Jordana shares her past anxiety about it. The Awkward Sexual Encounter involves a very confused sister. Later, a listener writes in about how her TikTok following is ruining her dating life. Is there a w...
May 25, 2022•2 hr 32 min•Ep 347•Transcript available on Metacast Jared and Jordana are back with another Sunday Special, and this week they’re answering an email from a listener whose boyfriend drunkenly told his friends he was relieved that she wasn’t as hot as his ex. After looking up his ex on Instagram, she started feeling insecure, and her boyfriend didn’t help by overcompensating. Can their relationship move past this? Is he ready to be in a new relationship in the first place? Plus, Jared gives a definitive ranking of the Kardashian family. Learn more ...
May 22, 2022•46 min•Ep 346•Transcript available on Metacast On this week’s episode, Jared and Jordana start out with a discussion of the best day of the year for a birthday and how the internet can be a fickle friend. They read a follow up from the listener who wrote in on May 8th, 2022 about Tony the contractor which leads to a discussion about women making the first move. The Awkward Sexual Encounter involves a wet pair of trousers. Later, an emailer asks if she did herself a disservice by throwing out her old pros and cons lists about her current rela...
May 18, 2022•1 hr 18 min•Ep 345•Transcript available on Metacast J&J are back with a Sunday Special, and they start out with a chat about the summer dating season. Next they listen to two new listener jingles which leads to a conversation on how “Les Miserables” is a f*ckboy story. Later they introduce a new segment called The People’s Courtship where Judge J&J will decide who is wrong in a dating situation. This week a listener called the hotline to ask if it was weird for a guy to bring her “grocery store flowers” on a first date. Plus, they talk about how ...
May 15, 2022•34 min•Ep 344•Transcript available on Metacast On this week’s episode, Jared and Jordana start out with a conversation about how to keep dating momentum going while you're traveling for work. The first emailer asks about the difference between taking things slow and getting strung along. The Awkward Sexual Encounter involves a condom balloon. Another emailer asks how much white lies matter after her boyfriend lied to her about going to a strip club. Later, Jared and Jordana are joined by U Up? With Benefits subscriber Rebel Wilson to talk ab...
May 11, 2022•2 hr 33 min•Ep 343•Transcript available on Metacast On this week’s Sunday Special, Jared and Jordana are breaking down the texts between a listener and her almost contractor to decide whether or not he’s interested in her. Should she shoot her shot one more time or is a "k" text the kiss of death? Later, J&J introduce a new segment called Rate My Date where they review creative date ideas submitted by listeners. This week’s submission is a triple date straight out of a fever dream. Learn more about your ad choices. Visit megaphone.fm/adchoices
May 08, 2022•32 min•Ep 342•Transcript available on Metacast Jared and Jordana are back with a very special episode recorded from the Pizza Hut struggle bus in Athens, GA. The first emailer asks how to deal with her boyfriend’s controlling mother. Should she take out her nose ring to please her? Is the nose ring really the issue here to begin with? The Awkward Sexual Encounter features a pet octopus. In the next segment presented by Pizza Hut, J&J answer a listener voicemail from the Hut-Line to solve some college dating struggles. The caller asks how she...
May 04, 2022•1 hr 26 min•Ep 341•Transcript available on Metacast J&J are back with another Sunday Special, and this week they’re reviewing Netflix’s newest dating show “The Ultimatum.” They break down why they think each person is actually on the show and how fear of commitment and fear of loneliness come into play. Later, Jared and Jordana explore why marriage isn’t as enticing for men as it is for women and whether or not any of these people are old enough to get married anyway. Plus, they play two new U Up? Jingles submitted by listeners. U Up? Live Ticket...
May 01, 2022•50 min•Ep 340•Transcript available on Metacast On this week’s episode, Jared and Jordana start out with a recap of Jordana’s trip to Dallas and a discussion about how Jared’s feeling now that he’s a year out from his breakup. The first emailer writes in about how she always has a good time on first dates, and it leaves her (and her dates) feeling confused about whether or not they have a connection. Can you be too good at first dates? The Awkward Sexual Encounter is a steamy bar bathroom encounter. Later, a listener asks if she should finall...
Apr 27, 2022•1 hr 27 min•Ep 339•Transcript available on Metacast Jared and Jordana are back with another Sunday Special, and this week, they answer an email from a guy who has been disappointed by his recent dating experiences. He says he’s looking for a relationship, so where are all the women supposedly looking for commitment? Is he just coming in too hot with what he’s looking for? J&J show him how he’s going about this the wrong way. Plus, they explain how to show you’re looking for a relationship instead of telling. U Up? Live Tickets: Head to https://uu...
Apr 24, 2022•36 min•Ep 338•Transcript available on Metacast IRL Spring is officially here, and Jared and Jordana start this week’s episode with a recap of Jordana’s move and a very exciting U Up? Live announcement. Jordana does a dramatic reading of a text a listener sent to our hotline instead of sending to their ex, and Jared helps to analyze it. The first emailer asks how to not get too excited about every dating prospect when she feels like she doesn’t have many options. The Awkward Sexual Encounter is a “wrong hole” situation. Later, a listener asks...
Apr 20, 2022•2 hr 33 min•Ep 337•Transcript available on Metacast Jared and Jordana are back with another Deal Reveal on this week’s Sunday Special, but first they listen to a couple jingles created by listeners. Then, the emailer writes in about a “bizzaro” story of being stood up for a first date, and J&J break down the texts in completely accurate accents. Should she believe his unlikely story? And how can she avoid situations like this in the future? Plus they discuss why you have to embrace being a pain in the ass. Learn more about your ad choices. Visit ...
Apr 17, 2022•48 min•Ep 336•Transcript available on Metacast On this week’s episode, Jared and Jordana start out with a very exciting Betches announcement plus discussions about Jordana’s love of moving and Jared’s Deux Moi fame. Then, they break down some of Jared’s recent dating app dilemmas and talk about how dating apps are like being at a party where half the guests are on shrooms. A massage goes terribly wrong in the Awkward Sexual Encounter. Later, an emailer asks J&J what they think of marathon first dates. If her date had a good enough time to st...
Apr 13, 2022•2 hr 30 min•Ep 335•Transcript available on Metacast Jared and Jordana are back with another Sunday Special episode, and this week the emailer asks if she’s too independent to be in a relationship. She explains that things often fizzle after guys see her house and make comments about how much money she makes. Are men really intimidated by women’s success? Plus, they discuss how to convey that you’re willing to change your priorities for a relationship without sounding despy. Learn more about your ad choices. Visit megaphone.fm/adchoices
Apr 10, 2022•42 min•Ep 334•Transcript available on Metacast Jared and Jordana are reunited in the studio for this week’s episode, and they start out with a recap of Jordana’s honeymoon and a few luxury lounge complaints. Then, Jared fills Jordana in on everything that’s been happening in his dating life, including redownloading the apps and getting tired of them again all in a 3 week span. Later, J&J play a round of Red Flag or Deal Breaker about grocery shopping, self-help books, and unconventional pajamas. Plus, they listen to some of the jingles submi...
Apr 06, 2022•2 hr 34 min•Ep 333•Transcript available on Metacast On this week’s Sunday Special, the emailer asks Jared and Jordana to help her understand what’s happening with her “best guy friend” who said he wanted to try dating her but kept canceling their dates. Is there any truth to their romance or is she just prematurely writing the “Our Story” page? J&J give her a reality check and discuss whether or not men and women can actually be friends if they’re attracted to each other. They finish the episode with a round of J&J’s Final Say about headphone eti...
Apr 03, 2022•35 min•Ep 332•Transcript available on Metacast On this week’s episode, Jared and Jordana start with an email from a listener who doesn’t know how to tell her boyfriend that she used to hook up with her coworker. Does he really need to know or is ignorance bliss? The Awkward Sexual Encounter involves canine voyeurism. Later, a U Up? Hotline caller asks why she can’t seem to get past the 3-monther. Finally, J&J wrap up the episode with a round of Red Flag or Deal Breaker about Plan B, abs, and potentially armed robbery. Learn more about your a...
Mar 30, 2022•1 hr 3 min•Ep 331•Transcript available on Metacast Jared and Jordana are back with another Sunday Special episode, and this week they answer an email from a listener who wants to know if we’ve created a whole other monster by shaming f*ckboys. She tells a story about how a guy she’d only been going out with for a few weeks asked her on a date to break it off. Did he really think this was better than just sending a text? They finish the episode with a round of J&J’s Final Say about mediocre dating app prompts and dating outside your city. Learn m...
Mar 27, 2022•32 min•Ep 330•Transcript available on Metacast On this week’s episode, Jared and Jordana start out with a discussion about Jordana’s honeymoon plans and their favorite jingles. The first emailer wants to know what the “bare minimum” actually is, and J&J craft an elaborate metaphor comparing dating to apartment hunting. The Awkward Sexual Encounter is a stinker. Later, an emailer asks how she should handle her boyfriend delaying the engagement ring shopping appointment. Is it still romantic if she has to bug him about it? Jared and Jordana fi...
Mar 23, 2022•1 hr 17 min•Ep 329•Transcript available on Metacast J&J are back with another Sunday Special, and this week they’re talking about how to date seriously when you travel for work. The emailer submitted screenshots with a guy she was seeing while living in his city for 13 weeks, and it’s pretty clear he’s not interested in extending her stay. How should she bring up her work situation to avoid guys who only see her as a short term hook up? Plus, Jared shares his experiences dating when traveling all the time. Finally, they play a round of J&J’s Fina...
Mar 20, 2022•36 min•Ep 328•Transcript available on Metacast Jared and Jordana start this week’s episode with a story about how Jared accidentally ended up on a 2-on-1 date. The first emailer asks if she should break up with her boyfriend or Instagram after a fight over him not posting her to his account. Would his response have been better if she expressed her concerns differently? The Awkward Sexual Encounter is a goose-fueled romcom. Later, a hotline caller asks why women always want to change men. Is he going to have to give up his video games no matt...
Mar 16, 2022•1 hr 20 min•Ep 327•Transcript available on Metacast On this week’s Sunday Special, Jared and Jordana are joined by comedian Taylor Tomlinson to solve dating and chat about her new Netflix special. They start out with a discussion about Taylor’s dating life, mental health journeys, and hate mail. Later, they answer a listener's email about men’s lack of planning skills. Can he really not make a plan or does he just not want to? Plus they discuss whether or not “if he wanted to, he would” is an empowering point of view. Learn more about your ad cho...
Mar 13, 2022•49 min•Ep 326•Transcript available on Metacast On this week’s episode, Jared and Jordana start out with a recap of Jordana’s friend’s wedding and a discussion about how men and women look at life stages differently. The first emailer asks if she’s wrong to be turned off by her matches asking for a FaceTime or phone call before the first date. Is this the new normal? The Awkward Sexual Encounter involves some unwanted help from the caller’s mom. Later, a listener asks how to go from first dates to dating. Can you really progress a relationshi...
Mar 09, 2022•1 hr 25 min•Ep 325•Transcript available on Metacast On this week’s Sunday Special, J&J are breaking down the texts between a listener and a guy she went on a date with while visiting a friend in the city where she plans to move. After a couple weeks of non-stop texting, he sent a text saying he didn’t want to keep talking until she moved. Is it really about timing or was he just not feeling it? They finish the episode with a round of J&J’s Final Say about serial killer jokes and texting chemistry. Send your questions and messages to the podcast b...
Mar 06, 2022•35 min•Ep 324•Transcript available on Metacast Jared and Jordana are back with another episode, and this week they start out with a discussion about Jared’s birthday reflections and why he doesn’t want to “do drinks” anymore. The first emailer asks how she should tell her boyfriend about her nose job. Will it impact how he sees her? Next, J&J are closing the sexting gap with some help from the sext-y nurse from our February 16th episode. Later, a guy writes in asking how to stop feeling threatened by his girlfriend’s exes. They finish the ep...
Mar 02, 2022•1 hr 23 min•Ep 323•Transcript available on Metacast Jared and Jordana are back with another Deal Reveal on this week’s Sunday Special. The emailer writes in about a guy she almost overlooked on the apps because of his “weird” profile, but she was pleasantly surprised by how much she liked him. After their 5th date she suggested he follow her on Instagram since she would be leaving town, but he declined. Is this a red flag? Is he self-conscious about his own profile? Plus, they discuss how she should address it. They finish the episode with a Brea...
Feb 27, 2022•37 min•Ep 322•Transcript available on Metacast On this week’s episode, Jared and Jordana start out by discussing Jared’s plan for the worst day of the year (AKA his birthday) and his recent foray into van life. Then they discuss the Netflix documentary “The Tinder Swindler” about a man who fooled his Tinder dates into giving him thousands of dollars and what these extreme circumstances can teach the average dater. The Awkward Sexual Encounter involves a nosey little brother. Later, a listener asks how to stop being a “cool girl.” They finish...
Feb 23, 2022•2 hr 39 min•Ep 321•Transcript available on Metacast Jared and Jordana are back with another Fuckboy or Nah? on this week’s Sunday Special. The emailer writes in about a guy she met before the holidays. He acted very “coupley,” but a few weeks later, he bailed on their plans and her friend saw him on a date with another woman. Jared and Jordana weigh in on which of his actions actually mean something and give her advice on how to deal with the “we should” kind of guy. Finally, they play a round of J&J’s Final Say about how much you owe someone aft...
Feb 20, 2022•37 min•Ep 320•Transcript available on Metacast On this week’s episode, Jared and Jordana are talking all about how to keep dating fun in the winter. The first emailer asks if it’s worth it to date now or if she should just wait until spring, and J&J give her some tips to spice up her swiping routine. The Awkward Sexual Encounter involves a very sexy nurse. Later, a listener asks how to tell her boyfriend that she’s not comfortable with him using her phone all the time. Is she right about it being an invasion of privacy? Finally, they finish ...
Feb 16, 2022•1 hr 6 min•Ep 319•Transcript available on Metacast Jared and Jordana are back with another Sunday Special, and this week, they start with Jared’s love letter to Tom Brady. Then, they break down the texts between a listener and her guy friend. They went on a date, but both agreed they were better off as friends. So why is he now calling her a GILF (grandma I’d like to f*ck)? J&J discuss his motivations and how she should move forward. Learn more about your ad choices. Visit megaphone.fm/adchoices
Feb 13, 2022•35 min•Ep 318•Transcript available on Metacast 
