Seeing Other People

This week we’re sharing some of our relationship hot takes and debating a few modern dating questions couples don’t always agree on. We talk about things like whether it’s ever okay to look through your partner’s phone, sharing phone passwords, sharing locations, and whether having crushes on other people is normal. Then we play a blind ranking game where we rank different third date ideas without...

A 36-year-old single woman shares the reality of modern dating: a year-long casual situationship, dating app fatigue, and the pressure of watching younger siblings get married while you’re still searching for your person. We talk about what it’s like designing engagement rings while being single, the aftermath of a toxic long-term relationship, and the unexpected lessons from group therapy. From m...

Misha Brown joins the podcast to talk about her book Be Your Own Bestie and the real work behind learning to like yourself. We discuss why being a good friend to others starts with being a good friend to yourself, the pressure to shrink ourselves, and how shame shapes the way we move through life. Misha shares her SaaS method for building confidence, the power of “dating yourself,” and why small d...

This week we’re back from Hawaii and immediately thrown into jet lag, daylight savings, and the reality of jumping straight back into work. We talk about how quickly vacation mode disappears once the Sunday scaries hit and real life starts again. We recap some of our favorite moments from the trip, including playing with baby animals and exploring fruit farms in Kauai. Ilana shares some big news a...

I thought I was the exception to the dating advice everyone gives when you’re single. I wasn’t. In this episode, I’m breaking down the advice I ignored and what it cost me, from chasing potential to confusing mixed signals for chemistry. We’ll talk about desperation, fixing people, and the stories we tell ourselves to avoid walking away. If something feels off in your relationship, this might help...

Eli Weinstein⁠ returns to the pod fresh off releasing ⁠From I Do to We Do⁠ , and we’re getting real about what actually makes relationships work — long before kids enter the chat. We talk about the biggest mistakes people make while dating, the underrated green flags that matter for the long game, and why most couples don’t blow up overnight… they just never had the hard conversations early on. El...

This week we’re recording from Hawaii and reflecting on the trips we’ve taken together, from our first weekend away to big family vacations. We talk about how travel reveals your real relationship dynamic, what happens when you start merging families, and why in-law situations can feel simple for some couples and complicated for others. We also get honest about shared PTO, family expectations, and...

Caroline Sacks joins the pod to break down her Hinge meet-cute turned long-term love story — from casually dating in NYC to defining the relationship months later. We talk about dating without intention (and getting lucky), being the “boyfriend girl,” and why marrying with intention matters more than dating with it. She opens up about choosing a calm partner over chemistry chaos, navigating conten...

I’m joined by Colette Jane Fehr , couples therapist, relationship expert, and author of The Cost of Quiet: How to Have the Hard Conversations That Create Secure, Lasting Love. We talk about why “not fighting” isn’t the same as being connected, how losing your voice can slowly erode a relationship, and what it actually means to do the work in love. Colette shares how her own divorce, dating experie...

This week on Co-Hosts for Life, we’re catching up on work offsites, falling off our 20-week challenge, and the half marathon I secretly signed up for that got canceled, so I ran it alone anyway. I share why I needed that race for myself and how it ended up being one of my strongest runs ever. Then we answer your questions about supporting a friend through a breakup, losing the “obsessed” feeling i...

In Part 2 of my career story, I’m picking up right where we left off — from losing my job at Hinge to launching Seeing Other People just weeks later. I break down how the podcast actually grew, why co-hosting didn’t last, and what it really looks like to make money as a podcaster, content creator, and dating coach. I get radically honest about freelancing, brand deals, influencer income, pay trans...

We’re recapping an unforgettable weekend in London celebrating Jake’s brother Jeff and his now-fiancée Sydney’s engagement. We talk about the behind-the-scenes chaos of keeping the surprise secret, tracking them on Find My Friends, dodging FaceTime calls, and the moment everyone ran out to surprise them. We also catch up on our 20-week challenge struggles, Ilana’s mortifying podcast scheduling mis...

In Part 1 of my career story, I’m breaking down how I got here –from quitting my photojournalism major at Syracuse, to hustling through internships in music, to landing my “dream job” at a major record label that left me underpaid, burned out, and questioning everything. I share what it actually takes to break into creative industries, the realities of pay and privilege, and how burnout and heartb...

What if loving each other forever doesn’t automatically mean getting married? In this episode, I sit down with Maxson and Emily to talk about their unconventional love story and why they’re questioning marriage instead of rushing into it. We get into prenups, divorce, kids, legal myths, and whether marriage actually strengthens a relationship—or just complicates it. Should We Get Married? on Spoti...

I’m joined by Jessica Kameko, aka @TravelWithMeko, a full-time travel creator, student, marathon runner, medical esthetician, author, and mom of two. We talk about what her life actually looks like, why she chose to go back to school, what led her to becoming a single mom, and how she’s managed to build a life rooted in travel and flexibility. Then we get into dating as a single mom: how motherhoo...

We’re recording on the eve of our five-year “first date” anniversary and catching up on everything from freezing winter runs and challenge updates to surprise date nights and what it looks like to keep showing up for each other in the small ways. We answer a timely listener question about Valentine’s Day on a fifth date (do you bring a gift or just show up?), talk about dating your friends with mo...

I’m joined by my longtime friend Sarah and her husband Ben to talk about what happens when the people closest to you don’t support your relationship. We start with how they met and their very different religious journeys, then get into navigating outside opinions, value clashes, and major life changes while choosing each other anyway. Sarah shares what it was like to trust her own voice when frien...

Author and British Vogue dating columnist Annie Lord joins the podcast to talk about heartbreak, healing, and what actually happens after a long-term relationship ends. We unpack the pain no one prepares you for, why “moving on” isn’t about erasing the past, and how breakups can force massive personal growth. Annie opens up about identity loss, avoidant dating patterns, modern dating burnout, and...

This week on Cohosts for Life, we talk about being in a season where friends are moving out of the city, buying homes, and stepping into new phases of life, while we’re still in New York figuring out what comes next. We unpack how friendships change with distance, how to stay close when you no longer share a zip code, and the mix of sadness and excitement that comes with watching people move on. P...

TW: this episode includes discussion of disordered eating and body image. Please take care while listening. I’m joined by Alana Paris, who opens up about her experience with GLP-1 medications and how the changes to her body have deeply impacted her confidence, dating life, and relationships. We talk about food noise, body image, dating avoidance, navigating vulnerability with new partners, and wha...

In this solo episode, I answer a few listener questions that all point to the same thing: why dating feels so confusing right now. I talk about how to stop hoping potential will turn into effort when someone’s energy changes, how to figure out which dating “rules” actually matter, and how to tell the difference between needing a break from dating and giving up out of burnout. I also explain why se...

This week on Cohosts, we dive into a debate about which anniversaries actually matter once you’re married. We also answer a listener question about five great dates followed by sudden uncertainty, what it really means when someone says they “need to think,” and how to handle it without spiraling or settling. Plus: social media chaos, internet trends we don’t understand, surprise date planning for...

Liv Schreiber is back on the podcast, and we’re getting real about dating, love, and connection after the wedding glow fades. From meeting people IRL and surviving dating burnout to choosing the right partner when life gets hard, Liv shares the lessons that actually matter. We talk green flags, why opposites work, and why being yourself beats playing it cool—plus bold takes on weddings, money, fri...

In this episode, I’m joined by Sunny, a Syracuse junior who’s doing it all — media, Greek life, friendships, and dating — and somehow staying deeply self-aware through it. We get real about college dating culture, situationships, exclusivity, and how proximity can blur the line between liking someone and just being attached. Sunny opens up about toxic dynamics, knowing when to walk away, and learn...

This week on Cohosts for Life , Jake and I catch up on a very full week from our 20 week challenge updates to Barkley’s unexpected ER visit, my first real ski trip in years, and why I am now determined to get Jake on the mountain. We also talk content burnout, engagement slumps, and a listener dating follow-up.  I'm matching donations this week for Planned Parenthood of Greater NY! https://fu...