After answering more than 10,000 dating questions over the years, I've realized something: most people don't actually need more advice. They need better questions. In this solo episode, I'm sharing the questions I wish everyone would ask themselves before asking their friends what to do. We talk about dating potential versus reality, the difference between evidence and assumptions, why you shouldn't have to earn love, how fear influences our decisions, and why the goal of dating isn't to avoid heartbreak. It's to trust yourself enough to handle whatever happens next.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Head to LolaBlankets.com and use code SEEINGOTHERPEOPLE to get 40% OFF your order. Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Linnea Sage joins the podcast to share how losing her voice acting career to AI unexpectedly led her to create The Jewish Dating Game, a live dating show helping singles connect beyond the apps. We talk about why modern dating feels so transactional, how first dates become interviews instead of experiences, why we often choose the wrong "type," and the simple ways to create genuine chemistry and connection. Plus, Linnea shares why creating community is just as important as finding love, and how putting your phone down might be the best dating advice you'll hear all year.Learn more at thejewishdatinggame.com and follow @thejewishdatinggame for upcoming events. The Jewish Dating Game hosts a monthly live show in New York City's Lower East Side and is currently touring across the U.S.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Head to LolaBlankets.com and use code SEEINGOTHERPEOPLE to get 40% OFF your order. Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Barkley had us in a full panic leading us to the vet ER and then immediately ran laps around the facility like nothing happened. Ilana's Professor era officially begins this week, and we weigh in on the Taylor Swift and Travis Kelce MSG wedding because of course we do. Plus, listener questions: advice for someone trying to actually talk to people at dating mixers and speed dating events, and how to deal with not liking your close friend's boyfriend — without ruining the friendship.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Head to LolaBlankets.com and use code SEEINGOTHERPEOPLE to get 40% OFF your order. Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

After reading 10,000+ dating and relationship questions, I've noticed that most people are asking the same thing in different ways: "How do I know I'm making the right choice?" In this solo episode, I'm breaking down four listener questions about anxiety, intuition, dating with intention, relationship doubts, and the pressure to know if someone is "the one." We talk about why modern dating feels so overwhelming, how social media has distorted our expectations around certainty and chemistry, and the biggest lesson I've learned from years of helping people navigate relationships: clarity comes from experience, not endless analysis.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order.Get 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Therapist and co-host of the Therapy Brothers podcast, Tyler Patrick joins the podcast to share his personal story of addiction, betrayal, recovery, and rebuilding trust after everything fell apart. We talk about why betrayal feels so traumatic, what happens when shame keeps us stuck, how to heal when your nervous system is constantly on high alert, and the difference between surviving a betrayal and truly recovering from it. Plus, we discuss rebuilding trust in yourself, navigating triggers, finding safety after heartbreak, and why healing is possible—even when it feels impossible. http://therapybrothers.org/seeingotherpeopleALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order.Get 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Ilana's back on Love Island (long story), Jake played golf four times in eight days, and we're doing absolutely nothing for July 4th and couldn't be happier about it. Three listener questions this week: someone who got blindsided when a guy ended things just one week after they became exclusive — and how not to let it derail you from dating; the reality of being the single friend when all your close friends are in relationships; and a surprisingly tricky one about whether it's okay to vent to your brother's girlfriend about your brother when she's become one of your closest friends.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Head to LolaBlankets.com and use code SEEINGOTHERPEOPLE to get 40% OFF your order. Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In this raw and emotional follow-up to I Didn't Expect This Relationship to Break Me, an anonymous guest returns to share the final chapter of her story—and the moment she finally found the strength to walk away.After years of broken promises, emotional neglect, financial strain, and a relationship that left her feeling increasingly disconnected from herself, she opens up about what kept her stuck, the guilt and shame she carried, and the heartbreaking realization that love alone wasn't enough to make the relationship work.We talk about losing yourself in a toxic relationship, the impact of unresolved grief and abandonment wounds, the fear of letting go, and why leaving isn't always as simple as knowing you deserve better. Most importantly, she shares how she's beginning to rebuild her life, reconnect with herself, and choose healing after years of putting someone else's needs before her own.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order.Get 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Brandi Davis (@backpocketcounseling) joins the podcast for a deep dive into modern dating, relationship anxiety, communication, attachment styles, and the patterns that keep us stuck.As a licensed marriage and family therapist and founder of Back Pocket Counseling, Brandi shares why so many people feel exhausted by dating, how social media fuels comparison and self-doubt, the signs of emotional unavailability we often ignore, and why breaking unhealthy relationship cycles is harder than simply knowing better. We also discuss confidence, communication, mixed signals, attachment theory, and what healthy relationships actually look like in practice.Connect with Brandi: Back Pocket CounselingALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order.Get 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

We're recording at the earliest time ever — Friday morning, two broken water dishes deep, and heading into an absolutely stacked weekend (a wedding, two baby showers, a birthday, and Father's Day). We run through a round of dating debates and would-you-rathers — who should text first after a date, is it ever okay to snoop, can you be best friends with an ex — before getting into two listener questions: one from someone whose eight-month relationship is about to hit a wall when he moves to Seattle for work, and one from someone whose boyfriend still likes every single photo his ex posts.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order.Get 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

At 25 years old, this anonymous guest has never been in a serious relationship—and while she knows she's not alone, it often feels that way. In this unfiltered conversation, she opens up about watching friends get engaged while she's still navigating first dates, the pressure of feeling "behind," and the self-doubt that comes from wondering why love hasn't happened yet. We talk about health struggles, moving to a new city, dating intentionally, and learning to trust that being selective isn't a flaw. Plus, we discuss comparison, timelines, and why building a full life while you're single is something worth celebrating.ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more)Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEIf your glasses are overdue for a refresh, now is the time. Go to zenni.com/podcast and use code podcast15 for 15% off your first order The best deals go fast on Whatnot, so don’t wait. Download Whatnot today and get freeshipping on your first order.Get 15% off OneSkin, the science-backed skincare brand, with code seeingotherpeople at oneskin.co/seeingotherpeople. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.