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 in long-term relationships, and what it really means when someone slowly pulls back while dating. We also talk about freedom versus stability, catching feelings for a friend’s ex, and how to know if it is worth exploring. As always, Jake gives his honest perspective and reminds you to send this episode to a friend.

ALL links here (submit a Q, pitch yourself to the pod, dating coaching & more) 

Shop SKIMS Fits Everybody collection at skims.com.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 transparency, and the instability no one warns you about.

ALL links here (links, submit a question, dating coaching & more) 

Shop SKIMS Fits Everybody collection at skims.com.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 mishap, Barkley’s health scare, and of course… Jake’s deep dive Tell Me Lies finale theories (and his ongoing inability to say Pippa’s name).

ALL links here (links, pitch your story to the pod, submit a question, dating coaching & more) 

Shop SKIMS Fits Everybody collection at skims.com. If you’re looking for the perfect gift for your Valentine or yourself, the SKIMS Valentine’s Shop is now open.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 heartbreak pushed me to pivot out of music – ultimately landing me at Hinge, where my career (and confidence) took a major turn.

ALL links here (links, submit a question, dating coaching & more) 

Shop SKIMS Fits Everybody collection at skims.com.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 Spotify and Apple Podcasts

ALL links here (links, pitch your story to the pod, submit a question, dating coaching & more) 

Shop SKIMS Fits Everybody collection at skims.com. If you’re looking for the perfect gift for your Valentine or yourself, the SKIMS Valentine’s Shop is now open.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 motherhood has changed how she dates, her non-negotiables, how quickly she has to vet people, what people get wrong about dating a single mom, navigating dating apps, co-parenting, and the advice she’d give anyone going through separation, divorce, or choosing motherhood on their own.

Shop SKIMS Fits Everybody collection at skims.com. If you’re looking for the perfect gift for your Valentine or yourself, the SKIMS Valentine’s Shop is now open.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 more intention, and get into the tricky dynamics of breakups, like when friends suddenly admit they never liked your partner and how to support someone without piling on.

.ALL links here (links, submit a question, dating coaching & more) 

Shop SKIMS Fits Everybody collection at skims.com. If you’re looking for the perfect gift for your Valentine or yourself, the SKIMS Valentine’s Shop is now open.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 friends and family pushed back, and Ben opens up about staying grounded through it all. @sarahtaplin @bentaplin @exhibitivart

ALL links here (links, submit a question, dating coaching & more) 

Shop SKIMS Fits Everybody collection at skims.com. If you’re looking for the perfect gift for your Valentine or yourself, the SKIMS Valentine’s Shop is now open.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 what she’s learned from writing Notes on Heartbreak — a book that takes heartbreak seriously instead of trying to fix it.

ALL links here ( links, submit a question, dating coaching & more)

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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. Plus, adult hobbies, major gratitude, a big career update for Ilana, race sign-ups chaos, and more.

ALL links here (links, submit a question, dating coaching, PP fundraiser & more) 

Shop SKIMS Fits Everybody collection at skims.com. If you’re looking for the perfect gift for your Valentine or yourself, the SKIMS Valentine’s Shop is now open.

Rula patients typically pay $15 per session when using insurance. Connect with quality therapists and mental health experts who specialize in you at https://www.rula.com/seeingotherpeople #rulapod 

Stock up on the best elevated essentials + get free shipping & 365 day returns at Quince.com/seeingotherpeople 

Get $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE

Redefine your standard of health. Secure 20% off your order and begin your intentional wellness journey today at Piquelife.com/SEEINGOTHERPEOPLE

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.