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 how different upbringings shape vacation dynamics.

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.

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 content creation in a relationship, and what wedding planning has really taught her about friendships. Plus: 24 venues, no dress (yet), and the politics of the metaphorical seating chart of life.

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.

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 experiences, and attachment patterns shaped the way she shows up in her second marriage, and why speaking up (even when it’s scary) is the key to secure love. We get into conflict avoidance, anxious vs. avoidant dynamics, the fear of being “too much,” and more.

Grab the book here

ALL links here (submit a Q, share your story on 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.

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.