Seeing Other People

I’m joined by Melissa Fitch and Michelle Unger, the BFF duo behind The M Take pod. They’re both married to their long-time loves (a college boyfriend and a high school sweetheart!) and navigating motherhood, partnership, and friendship together. We dive into what they wish they talked about before getting married or pregnant, and how becoming parents at different times affected their friendship. M...

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 yo...

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...

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 confiden...

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 questio...

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 relations...

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 laug...

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...

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 a...

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—...

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...

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 i...

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 t...

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 c...

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 n...

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 a...

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...

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 wha...

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 t...

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 meditati...

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...

Tired of dating apps? Elle Wilson, founder of Met Through Friends shares how bringing a friend to a singles event can change your dating luck. We dive into why speed dating actually works, the biggest mistakes people make at in-person events, and how Elle met her fiancé just before lockdown. We also chat about the mindset shift that makes dating easier, why meeting through friends feels more natur...

Allie Mazur, founder of Beyond Herpes discusses the importance of normalizing conversations about genital herpes, to overcome the associated shame and stigma. She shares her personal journey, contracting herpes at age 23, and the emotional impact it had on her. Allie delves into how herpes reshaped her dating life, leading her to pursue higher-quality relationships and adopt a healthier lifestyle....

Devyn Simone , matchmaker, dating expert, and Tinder's in-house relationship expert, joins us to dive into the world of online dating. We discuss the biggest mistakes dating app users make—from swiping and messaging to crafting the perfect profile—and share expert tips for improving communication, emotional availability, and taking a more holistic approach to dating. Devyn also opens up about her...

Today we welcome Dr. Victoria Grinman , a therapist and trauma-informed practitioner, to discuss her professional insights and personal journey through marriage and divorce. Dr. Grinman shares what motivated her to become a therapist and how her own divorce reshaped her approach to therapy and relationships. We explore the complexities of pursuing authentic connections, managing the fear of uncert...