Episodes
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In this solo episode, I’m sharing some unexpected life updates—including a few medical things I’ve been navigating lately—and TV shows I recently found out not everyone has seen (which feels criminal, honestly). Then we’re diving into modern dating red flags that are actually... green. From not texting all day to taking things slow to living at home and not having social media, there are a lot of behaviors we’ve been taught to panic about that are actually signs of emotional maturity, intentionality, or just being a normal person with a life offline.Let’s break down what’s actually a red flag—and what might just be your inner saboteur overreacting.
Subscribe to our Patreon show Cohosts for Life to hear updates and banter every monday from me and Jake!
Book a 1:1 dating coaching session or profile revamp with me here
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I’m joined by Benjamin Camras, Flirt Coach and host of Flirtations!, to talk all things flirting—how to build real chemistry, flirt without the ick, and actually know when someone’s into you. We answer your questions about navigating workplace crushes, why great text chemistry can fall flat in person, what it means when you keep getting the “just friends” response, and how to flirt with confidence (even if you’re socially anxious). Whether you love flirting or dread it, this episode has something for you.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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I’m joined by my childhood best friend Jessie — the one who’s seen me through every confusing situationship, career pivot, and major life change. We’re talking about how she went from friends to married with her high school crush, what it was like when the three of us lived together, and her take on the guys I used to date… versus what she thought when she met Jake. We also answer listener questions about being in different life stages than your friends, falling for a friend, and how to support someone through heartbreak.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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Author and Relationship Expert Dr. Morgan Cutlip joins me to unpack the invisible load we carry in relationships—why emotional and mental labor often falls on one partner, and how to create more balance without resentment. We also talk about how relationship needs shift from dating to marriage, how to spot self-sabotage, and why independence can be hard to let go of in your first serious relationship in your 30s. Whether you’re single, dating, or deep in a long-term relationship, this episode will make you feel seen.
Follow Dr. Morgan @drmorgancutlip on IG and check out drmorgancutlip.com to order her book and learn more.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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Cohosts for Life is our new Patreon weekly series where we (Ilana & Jake) sit down every Sunday—just the two of us—to reflect, laugh, vent, and share the real behind-the-scenes of our lives together. Think of it as our relationship diary, marriage memoir, and life update all wrapped into one cozy, chaotic, honest little episode that drops every Monday.
Whether we're unpacking what made us laugh this week, sharing stories we forgot to tell each other in real time, or navigating the growing pains of being newlyweds, this is your front-row seat to the reality of being cohosts in both life and love.
Episode 1 is our here for you, but the rest will be exclusively on Patreon. Come hang with us 💛
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At 27, Alanna Vizzoni was diagnosed with breast cancer—and everything changed overnight. In this raw and honest conversation, she opens up about what it was like to go from “normal” to navigating chemo, a mastectomy, and a surprise engagement all in the same chapter. We talk about identity, body image, intimacy, and what it means to love and be loved through something life-altering. Alanna shares the moments that broke her, the ones that brought her closer to herself and her partner, and why she chose to document it all online.
Follow Alanna on Instagram and TikTok
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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In this episode, I sit down with Emma Paige, host of 'too much.', to explore the twists, turns, and personal growth that led her to the love of her life. Emma opens up about her journey from LA to New York, the heartbreaks that shaped her, and how a chance meeting turned into something real with her boyfriend, Mr. Right. We dive deep into what it really takes to move on from relationships that aren’t serving you, why being too much is subjective, and why friendship breakups can be just as heartbreaking as romantic ones.
Follow Emma on IG and TikTok
Follow 'too much.' on IG and TikTok and listen on Apple and Spotify
Check out my guest episode on 'too much.' here
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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In this solo catch-up, I’m giving you a life and mindset update from changing my Instagram handles to finally breaking through a running plateau that had me feeling stuck for months For the heart of the episode I share how pouring into activities outside of work, social media, and my relationship transformed my anxiety into confidence. I break down how hobbies helped me learn to like myself again—and why that made my relationship with myself and Jake even stronger. Plus, I answer some of your juicy listener questions: If your boyfriend’s parents help pay for the engagement ring…is that in or out? How to stay independent while living at home in your 20s? Meeting the fam for the first time—what to bring? Long-distance communication: how much is too much?
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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Carleigh Ferrante from the Mostly Dating Podcast is back again to discuss the joys and challenges of dating, relationships, and growing into yourself. We talk about how creative date ideas can deepen connection, why maintaining individuality in relationships is essential, and how navigating different life timelines doesn’t have to create distance between partners. We unpack the importance of open communication, embracing change, and staying grounded in who you are—even in love.
Follow @mostlydating on IG!
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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In today's episode, a 33-year-old anonymous guest shares her and her husband's journey to parenthood through surrogacy. The couple initially tried IVF for two years before deciding on surrogacy, driven by emotional exhaustion and a desire for higher success rates. We talked about their decision-making process, societal perceptions, and the meticulous choice of a surrogate. We also explore the couple's resilient relationship, marked by early struggles and significant growth, which has prepared them for the challenges of raising a child together.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Start planning your dream wedding at Zola.com!
Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep!
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In this episode, I sit down with executive coach and author Keren Eldad to explore how the same perfectionism and overachievement that drive success can also sabotage our relationships. We discuss the trap of seeking external validation in dating, how people-pleasing can lead to unfulfilling connections, and why high achievers often struggle with vulnerability and intimacy. Keren shares powerful insights on breaking free from the need to "perform" in love, embracing authenticity, and building relationships that feel as good as they look on paper. If you've ever felt like you're chasing an ideal in dating rather than real connection, this conversation is for you.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
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In today's episode, our anonymous guest from Louisiana shares the intense and tumultuous story of his longest relationship, which lasted four years. What begins as a typical college romance soon takes a series of shocking turns, uncovering dark family secrets, emotional turmoil, and betrayals that test the limits of trust and love. From unsettling revelations about his ex-girlfriend's upbringing to the jaw-dropping discovery that her previous boyfriend was actually her step-brother, this story is filled with drama, heartbreak, and personal growth.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
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I sit down with author, podcaster, and relationship coach Allison Raskin for a raw and insightful conversations about love, heartbreak, and moving forward. Allison opens up about her broken engagement that left her blindsided—and how she rebuilt her life, redefined her self-worth, and unexpectedly found love again.We discuss why some breakups feel impossible to move on from and how overthinking can impact relationships. Allison discusses the biggest mistakes people make in dating and how to break free from them, why you do not need to be fully healed before dating again and what helped her learn to trust love after experiencing such a painful loss.
Pre-order Allison’s new book, Save the Date, out April 8th: Order here
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
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Time for a solo episode! ’m catching up with you on everything that’s been on my mind—dating, friendships, and some personal struggles I’ve been working through. I dive into defining the relationship, why second thoughts in dating are totally normal, and how to overthink a little bit less.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
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Therapist Laura Caruso joins us to share her perspective on why so many people feel like the dating pool is worse than ever, the biggest mistakes people make, and how to break free from unhealthy patterns. Laura discusses the pressure of finding a partner, why women should consider dating outside their age bracket, and when to have the tough conversations about commitment. We dive into emotional attachment, self-sabotage, why waiting for someone to “come around” might be keeping you stuck, and how she unexpectedly found love when she wasn’t even looking.
Want to hear more of our episodes with therapists? This playlist has them all!
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
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Erica Borsak opens up about the realities of living alone, dating with a food allergy, and why she decided to freeze her eggs. She shares her experiences navigating dating apps, the pressure of singlehood, and how focusing on herself changed her perspective. We discuss independence, setting personal milestones, and the challenges of modern dating. Plus, Erica reflects on health struggles, societal expectations, and what she’s looking for in a partner.
Being single doesn’t have to suck. Check out these episodes about embracing and making the most of singlehood!
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
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Greg Grippo opens up about life after The Bachelorette, his journey through grief, and finding happiness on his own. He shares why he took a year off from dating, the pressure of finding “the one,” and how therapy reshaped his mindset. We discuss emotional independence, slowing down in relationships, and the lessons he’s learned about love. Plus, Greg reflects on anxiety, personal growth, and what he’s looking for in his next partner.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Need more of the guys’ perspective? This playlist has all SOP episodes with male guests!
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Your best friend, sibling, or coworker is pregnant or just had a baby—now what?! If you’ve ever wondered how to support a friend through pregnancy, postpartum, and the transition into parenthood (without being annoying), this episode is for you. I sit down with my friend Jamie, a new mom, to get the unfiltered scoop on what to say, what NOT to say, and how to actually show up for your friends in this life stage—even if you have zero experience with babies. We talk about the biggest mistakes people make, the things new moms secretly wish you’d do, and why your friendship doesn’t have to change (even if everything else does). Whether you’re single, dating, or just nowhere near parenthood, this is the ultimate guide to being a thoughtful, supportive, and not cringey friend during this huge life transition.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find
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In this episode, Diego Perez aka Yung Pueblo shares his journey from personal struggles and substance abuse to becoming a celebrated author and meditation advocate. He dives into his new book, How to Love Better, and explores how emotional maturity and relationship dynamics shape our connections. We discuss the balance of privacy and openness in relationships, the transformative power of meditation, and how personal growth plays a role in fostering healthier, deeper love. Yung Pueblo opens up about his rock-bottom moment, the importance of self-truth, and the impact of his relationship with his wife, Sara, on his growth.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
Want more dating advice? Check out this playlist filled with episodes and guests covering the dating advice you need to hear.
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Stephanie Pavone joins us today to talk about her journey through heartbreak, growth, and self-discovery. She gets real about everything from crying in the Equinox locker room in 2017 to finding happiness and learning to love herself. Stephanie shares her story of getting married young at 22, making the tough decision to part ways, and how she rebuilt her life. She also dives into her book Clarity Through Chaos, her solo travels, dealing with anxiety, and meeting her now-husband, Kevin. Along the way, she highlights the importance of self-love, setting boundaries, and being true to yourself in relationships.
For more episodes about finding love after 30, check out this playlist.
Book a 1:1 dating coaching session or profile revamp with me here
Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE
Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeople
Stop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.
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