Seeing Other People

Ilana Dunn
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Nov 10, 2025 • 56min

Is Having A Boyfriend Embarassing?

Jake’s been recovering from surgery with nonstop movie marathons, while I got upsold by a facialist and found myself spiraling about Botox because everyone around me seems to be doing it. I’m also on the hunt for a new hobby now that my running era has ended (open to suggestions). This week, I’m heading up to Syracuse to speak on a college alum panel (!!). Plus, we’re diving into the viral British Vogue article asking the question: is having a boyfriend embarrassing?ALL links here (dating coaching, submit an anonymous Q, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresStart your guilt-free journey with the Good Habit. Use code SEEINGOTHERPEOPLE to get a free gift with purchase at tryfum.com/SEEINGOTHERPEOPLE.If you’re thinking about pregnancy or already on that journey, don’t settle for less than evidence-based support. My listeners get early access to Ritual’s Black Friday sale — 40% off your first month at Ritual.com/SEEINGOTHERPEOPLESee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Nov 6, 2025 • 47min

What If You Haven’t Been Loved the Way You Deserve Yet?

Heidi Friedman (@lovelessons104) went on 104 dates before finding the love of her life — and every single one taught her something new. A divorced mom of two (and now a bonus mom of two more), she opens up about realizing she was never truly in love with her ex-husband, rebuilding her confidence, and finally finding the kind of love she used to only hear about.We talk about what real love actually looks like, how to tell the difference between red flags and fear, and why being single might be the most powerful time of your life. Whether you’re on your first date or your 104th, this one will change how you think about love.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Nov 5, 2025 • 1h 27min

What Running The NYC Marathon Actually Felt Like

I trained for months dreaming of the NYC Marathon finish line… and instead found myself sitting on the side of the course having a panic attack at mile 6. In this episode, Jake and I break down everything — from the logistics and the high of those first few miles, to the moment everything changed, why I kept going, and what I learned from one of the hardest days of my life. Jake also shares what the day was like from his side — the expectations vs. reality of being a spectator, and what it’s really like to support someone through the marathon experience.ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresStart your guilt-free journey with the Good Habit. Use code SEEINGOTHERPEOPLE to get a free gift with purchase at tryfum.com/SEEINGOTHERPEOPLE.If you’re thinking about pregnancy or already on that journey, don’t settle for less than evidence-based support. My listeners get early access to Ritual’s Black Friday sale — 40% off your first month at Ritual.com/SEEINGOTHERPEOPLESee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Nov 4, 2025 • 56min

What Healthy Intimacy Actually Looks Like (& How To Built It)

Most of us never learned how to talk about sex—so we assume everyone else just figured it out. Sex therapist Vanessa Marin and her husband Xander Marin join me to talk about what really makes intimacy last, why communication in the bedroom matters more than chemistry, and how to start conversations about sex before it becomes a problem. We dive into the myths that make us feel broken, how to keep desire alive when life gets busy, and the simple daily rituals that help you reconnect with your partner in 36 seconds flat. If you’ve ever felt awkward bringing up what you want—or wondered why your sex life doesn’t “just work”—this one will change the way you think about connection, desire, and real intimacy.Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresStart your guilt-free journey with the Good Habit. Use code SEEINGOTHERPEOPLE to get a free gift with purchase at tryfum.com/SEEINGOTHERPEOPLE.If you’re thinking about pregnancy or already on that journey, don’t settle for less than evidence-based support. My listeners get early access to Ritual’s Black Friday sale — 40% off your first month at Ritual.com/SEEINGOTHERPEOPLESee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 30, 2025 • 59min

Why Men Are Getting Dating Wrong—And What Women Actually Want

Dating advice is everywhere, but most of it is useless. From ghosting after a “perfect” date to why playing hard to get always backfires, Logan Mahan—writer of Take It From a Woman at InsideHook—shares what women actually want, the mistakes men don’t realize they’re making, and the small shifts that can completely change your dating life. Follow Logan on Instagram @loganspantsALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 28, 2025 • 53min

Unlearning The Dating Rules That Are Keeping You Stuck

So many of us were taught how to be chosen instead of how to choose.In this episode, writer, filmmaker, and podcast host Rory Uphold (Crimes of the Heart) joins me to talk about unlearning the dating rules that keep us stuck, why self-trust is the most underrated green flag, and how to finally stop settling for people who breadcrumb you.We dive into the fear of being single, the difference between intuition and anxiety, and the quiet confidence that changes everything about how you date. Rory shares how to rewire the beliefs that keep you chasing validation, what “fun certainty” really means, and why the right person will never make you question your worth.ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 27, 2025 • 45min

Jake’s First Kiss & Other Things He Never Talks About

Ilana is one week out from the marathon and feeling overwhelmed with everything happening at once. Jake asks how she’s holding up and shares how he’s feeling ahead of his surgery. We get into Jake’s dating history, the hilarious story of his first kiss, how his work schedule kept him from dating for years, and why we’re glad we didn’t meet any earlier. We also talk about Season 2 of Nobody Wants This and the parallels between the couples on the show and our own relationship. Listener questions include handling a partner who hasn’t said “I love you” yet and believing good guys are still out there.ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 23, 2025 • 40min

How to Get Over A Crush

I’m breaking down the exact things that helped me get over crushes I was never even technically with. From muting people like it’s a form of therapy to distracting myself with run clubs, puzzles, and absurdly dramatic TV shows, I’ve mastered the art of an emotional reset. If you’re spiraling over someone who was barely in your life, consider this your permission to move on for real.ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 21, 2025 • 53min

Should You Stay or Should You Go?

Dr. Molly Burrets called off her own wedding—and it changed everything. She shares the story of what led her to make that difficult decision, the self-reflection and work she realized she needed to do afterward, and how she eventually married the love of her life. We dive into the fear of shame and embarrassment that often comes with calling off a wedding—and why the reality is often far more supportive than you might expect. Molly also breaks down how to tell if your doubts are coming from anxiety or intuition, and walks through the key questions you should ask yourself if you’re unsure about ending a relationship.Whether you’re engaged, in a long-term relationship, or just curious about navigating big emotional decisions, this episode is full of practical guidance and compassionate insight. Follow Dr. Molly at @drmollyburrets and learn more at www.drmollyburrets.comALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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Oct 20, 2025 • 49min

My Friend Hooked Up With Someone’s Boyfriend — AITA?

Jake and I are back reflecting on how good it feels to be surrounded by reliable people, the upgrades we’ve made to our apartment, and all the business ideas we’ve had but never acted on. Then we get into the big questions: did dating apps actually make dating easier or just more exhausting? Are you even allowed to date someone who’s allergic to your favorite food? We compare the best and worst parts of being single versus being partnered, and wrap with a wild “Am I The Asshole?” listener scenario involving a self-destructive friend who hooked up with another friend’s boyfriend.ALL links here (Submit a Q, schedule a call with me, marathon fundraiser, and more!) Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLEStock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople Get 25% Off @CowboyColostrum with code SEEINGOTHERPEOPLE at www.cowboycolostrum.com. #CowboyColostrumPod Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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