Seeing Other People

TW: This episode includes discussion of sexual assault. This week, I’m joined by Meg Reynolds (@meg_reynoldss), host of Not the Girl Next Door (@notthegirlnextdoorpodcast), for a real conversation about healing after a hard relationship. We talk about relationship PTSD, rebuilding self-worth, why healing can take way longer than you expect, and how to stop shrinking yourself to be loved. If you’ve ever felt stuck, triggered, or like you lost yourself in love—this one’s for you. Meg shares what it means to truly be yourself again, even when it feels messy or slow. ⁠RSVP⁠ to come to my Meet Cute Masterclass with Louis Jadot on June 10th in NYC! 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 Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE  Stop putting off those doctor appointments and instantly book a top-rated doctor today at zocdoc.com/seeingotherpeople Start planning your dream wedding at Zola.com  Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly cares Head to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep Learn more about your ad choices. Visit megaphone.fm/adchoices

Jen Glantz, founder of Bridesmaid for Hire and accomplished author, dives into her unique wedding insights as she recounts her experiences standing beside countless brides. She shares her own love journey, revealing why she chose to elope after years of travel. The emotional depths of wedding-day anxiety and cold feet are discussed candidly, along with engaging listener stories about relationship stress and feeling out of place amid friends getting married. Jen's wisdom offers a refreshing take on love, commitment, and the pressure of societal expectations.

Ilana is joined by Human Design expert and author Erin Claire Jones (@erinclairejones) to break down how understanding your unique design can shift the way you date, connect, and make decisions in love. Erin explains what Human Design is, how it compares to tools like astrology or the Enneagram, and how your chart reveals insights into your relationship patterns and emotional wiring. They talk about the five Human Design types and how each one tends to show up in dating, why we’re drawn to certain people, and how to tell the difference between authentic traits and protective patterns. Erin also shares what she’s learned from working with thousands of couples, how to navigate red flags, and how your design can help you stop second-guessing yourself when it comes to love. Erin's book "How Do You Choose" is out now wherever books are sold. Learn more at https://humandesignblueprint.com/ and use code ILANA for a discount on your guide! ⁠RSVP⁠ to come to my Meet Cute Masterclass with Louis Jadot on June 10th in NYC! 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 Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE  Stop putting off those doctor appointments and instantly book a top-rated doctor today at zocdoc.com/seeingotherpeople Start planning your dream wedding at Zola.com  Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly cares Head to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep Learn more about your ad choices. Visit megaphone.fm/adchoices

In this episode, Jake plays cohost as we’re joined by comedian and podcast host Jared Freid—someone who’s played an unexpectedly big role in our relationship. From being mentioned on our very first date to inspiring parts of our vows, Jared has been part of our love story from day one. We talk about the grind of building a show, what Jake has learned from Jared, and what it feels like to open a DM from a listener. We dive into a listener question about food sharing, discuss dating with food allergies, and hear the behind the scenes of Jared’s stand-up career. Plus, Jake vents about what it’s like to be married to someone who wants to make new friends. Follow @JaredFreid on IG and @WizardofHa on TikTok 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 Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE  Stop putting off those doctor appointments and instantly book a top-rated doctor today at zocdoc.com/seeingotherpeople Start planning your dream wedding at Zola.com  Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly caresHead to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep Learn more about your ad choices. Visit megaphone.fm/adchoices

In this engaging conversation, Melissa Fitch and Michelle Unger share their personal journeys as mothers and wives, both married to their long-time partners. They discuss the crucial topics couples should address before marriage, such as finances, parenting beliefs, and mental health. Melissa reflects on feeling disconnected during Michelle's pregnancy, highlighting the importance of nurturing friendships through life changes. They offer insights on maintaining alignment in values while navigating evolving relationships, emphasizing open communication and understanding.

I’m joined by Eli Weinstein⁠, LCSW, therapist and host of The Dude Therapist Podcast, for real talk about what women often misunderstand about men, the pressure to be emotionally “on the same level” in relationships, and how to approach hard conversations with care. We also get into the overload of self-help content online, what to watch out for, and how to stay grounded in your growth—even if your partner isn’t quite there yet. Eli also answers some thoughtful listener questions about dating, sex, anxiety, and emotional connection. Learn more and work with Eli at eliweinsteinlcsw.com 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 Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE  Stop putting off those doctor appointments and instantly book a top-rated doctor today at zocdoc.com/seeingotherpeople Start planning your dream wedding at Zola.com  Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly cares Head to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep Learn more about your ad choices. Visit megaphone.fm/adchoices

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 Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE  Stop putting off those doctor appointments and instantly book a top-rated doctor today at zocdoc.com/seeingotherpeople Start planning your dream wedding at Zola.com  Your mental health matters. Head to rula.com/seeingotherpeople to connect with a licensed therapist who truly cares Head to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep Learn more about your ad choices. Visit megaphone.fm/adchoices

Benjamin Camras, a Flirt Coach and host of Flirtations!, dives into the art of flirting with a mix of humor and insight. He shares tips on building chemistry and recognizing romantic interest, particularly tackling the awkwardness of workplace crushes. Benjamin explains why text chemistry can crumble in real life and how to maintain confidence while flirting, even with social anxiety. With practical advice and a focus on connection over outcomes, he encourages listeners to embrace flirting as a playful and enriching experience.

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 hereGet $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/seeingotherpeopleStop 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! Learn more about your ad choices. Visit megaphone.fm/adchoices

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 hereGet $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/seeingotherpeopleStop 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! Learn more about your ad choices. Visit megaphone.fm/adchoices