Am I Settling Or Did I Just Find The Right Person Early? Ft. Lori Gottlieb

This Sunday Special is full of disconnects today, but before diving in, J&J take us to Plug City to talk you through where they were right before the recording. They spent the first part of their day at Albert’s Bar after the owner (a subscriber!) reached out claiming his spot was great for a first date. They took in the ambiance during a special project for the pod and ended with lunch to get the full experience so they could assess for themselves. Afterward, they read an “Icky or Picky?” about a trip to Jared’s second home, the Comedy Cellar, but our listener wasn’t laughing. She was out with her boyfriend for a fun date night, and one joke made him laugh so hard, a mix of the ick and embarrassment came over her. Next, an Aussie listener writes in about her relationship going downhill ever since she let her BF know how her parents felt about their relationship, and now distance is getting added to the mix as he moves closer to work. Are the obstacles all in their heads or can nothing be done? J&J give their two cents to help her out of the hole she’s in. Learn more about your ad choices. Visit megaphone.fm/adchoices

11 Aug 202435min

J&J are diving right in because Dr. Naomi Bernstein, Jordana’s sister and co-host of Oversharing, is in the studio to ease us into this episode. Plus, her husband Jeff tagged along, so we got both sides of their story as they take us back to dating in 2006. Afterwards, Jared sneaks in a mini session about his “hoodfishing” issue on the apps. The first email is from a listener struggling with talking to her boyfriend about grief. She recently lost her dad, but her boyfriend’s obvious discomfort has her holding back, so J&J get some help from Dr. Naomi on how she should proceed. The Awkward Encounter is one single mom’s “what happened in vegas” story. Then, we hear from a listener needing J&J to help her decide whether to give her BF a heads up that her ex will be at a wedding they’re attending soon. Her BF doesn’t want to know about exes, but they’re both in the wedding party, so should an exception be made to avoid an awkward moment? The episode ends with a “Red Flag or Deal Breaker?” about repeating a couples trip to Italy, getting grossed out by period sex, and bizarre eating habits. Learn more about your ad choices. Visit megaphone.fm/adchoices

7 Aug 20241h 14min

We’re kicking off the first Sunday Special of August with not-so-unique dating experiences. J&J play a round of “Icky or Picky?” about a seemingly flirty line that rubbed one listener the wrong way. Then, an email comes from a listener who keeps getting what he calls the “hero treatment breakup,” a breakup involving loads of compliments leaving you alone and confused. Jared and Jordana have played both sides of this breakup style and lend perspective over what they think is happening. Learn more about your ad choices. Visit megaphone.fm/adchoices

4 Aug 202434min

This episode is full of red flags and awkward moments, starting with a guy in his late 20s unsure of how to give green flag energy. Before diving in, Jordana is celebrating her husband’s birthday soon so they discuss thoughtful gifts and Jared plans a date for them. Then, a listener asks how to show girls he’s interested without being overwhelming or pushy. The Awkward Encounter is a truly wild escape from “the Bear.” Next, a listener is struggling with her partner wanting to abstain after they already had a child. They’ve successfully parented for a year now, so where is her ring? The episode ends with a “Red Flag or Deal Breaker?” about rating your SO, mixed messages, and a date at a membership lounge. Learn more about your ad choices. Visit megaphone.fm/adchoices

31 Juli 20241h 12min

Jared and Jordana are unraveling relationship problems, from an impending fight to a friend wondering whether she should voice how she really feels about her bestie’s latest relationship. Before diving into emails, J&J caught up about Jordana’s double date and Jared’s time spent with older singles in Boca over the last weekend. Next, they weigh in on a “Couple’s Court” about whether it was weird that our listener’s boyfriend revealed he still had access to his Bumble months after they’d been exclusive. Jared and Jordana come to differing conclusions from the emailer, plus Candice interjects with a third possibility. The episode ends with an advice email about a listener concerned with her friend’s serial dating pattern. She’s built the case on why she should and should not voice her opinion, but leaves it up to J&J to ultimately decide where she goes from here. Learn more about your ad choices. Visit megaphone.fm/adchoices

28 Juli 202429min

Before diving into emails, J&J get caught up in the sitcoms of the 90s. Plus, they follow up on a recent "Petty or Prudent?" after a YouTube comment schools them on the difference between kinks and fetishes. Then, the first email comes from a listener concerned her guy friend’s intentions may be more flirty than friendly. The Awkward Encounter will make you think twice about where you hide your sex toys. Next, a listener is her boyfriend’s first girlfriend and that’s been noticeable as their relationship continues, but how much onus is on her to help him mature? The episode ends with a “Red Flag or Deal Breaker?” about whether kissing gay friends counts as cheating, a traveling quirk, and a lack of boundaries with coworkers. Learn more about your ad choices. Visit megaphone.fm/adchoices

24 Juli 20241h 13min

This Sunday Special is a dream brunch group as J&J are joined by Keltie Knight, Becca Tobin and Jac Vanek of The LadyGang podcast. They start with learning the famous toxic ex origin story behind The LadyGang’s formation before J&J get into relationship icebreakers and questions that will tell you exactly how everyone’s relationship style differs. Then, they play a round of Firsts and Worsts, for a lightning round catchup on The LadyGang’s past and present relationships. Plus, Jared is outnumbered being the only one both single and male in the chat. Keltie, Becca and Jac each share differing marriage dynamics and perspectives on their past, and Jordana relates to one more than anyone else. The episode ends with a “Petty or Prudent?” about a male listener on the brink, wondering whether he should skip being his girlfriend’s wedding date to avoid being part of her family’s memories if a breakup will happen any day now. Learn more about your ad choices. Visit megaphone.fm/adchoices

21 Juli 202456min

Long intro lovers, today is your day! J&J have a lot to unload this week, from the one quality Jordana’s husband isn’t in love with to Jared’s weekend in the Hamptons with Hannah Berner, and a one-and-done take on this season of Love Island USA and that Casa Amor shakeup. Next, J&J get an email from a listener four years into her relationship and itching to know whether I do’s will ever be in their future. The Awkward Encounter is a trip down memory lane. Then, a male listener writes in wondering how his female coworker is getting so much attention on Hinge (no offense). The episode ends with a “Red Flag or Deal Breaker?” about changing dating app photos, misused prompts, and an uncomfortable date. Learn more about your ad choices. Visit megaphone.fm/adchoices

17 Juli 20241h 25min