Ryan is a 43-year-old single dad living in a small coastal town in Mississippi, navigating dating with a uniquely small dating pool — and a clear idea of what he wants. After two divorces, gaining full custody of his kids, and years focused on raising them, he’s now approaching life as an empty nester and ready to find a partner.

In this Unfiltered episode, Ryan shares what it’s like dating long-distance, hiring a matchmaker, why he’s intentional about keeping doors open, and the moment he ended a relationship after his partner crossed a boundary with his kids. He opens up about resilience, starting over, and balancing hope with acceptance when dating later in life.

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 

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

After going on 150 dates with 60+ people in 10 months, Talia Koren didn’t expect to meet her husband when she did, especially because he wasn’t her type, didn’t give instant sparks, and entered her life while she was still dating other people.

In this episode, Talia shares how dating intentionally and treating dating like a research experiment helped her move on from a six-year relationship, stop chasing chemistry, and recognize what actually matters in a long-term partner.

From the first message on Hinge, to the third-date click, to defining the relationship and moving in together, this conversation breaks down what healthy dating actually looks like in real life, not just in theory.

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

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

Jake and I catch up on the abandoned 20-week challenge, our first jobs out of college, and a post-wedding brunch we hosted that actually came together really well. Then we tackle a listener question from someone who accidentally went on a Hinge date with her casual boyfriend's friend's roommate (New York City is a very small village), and help her figure out how to have the exclusivity conversation. We wrap with a round of your dating wins — from five-hour first dates to finally deleting the apps. Don't forget to follow along on Instagram to submit your dating wins!

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

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

Trigger Warning: This episode includes discussions of emotional abuse, control, isolation, and trauma. In this Unfiltered episode, an anonymous guest shares her experience entering her first relationship at 15 — and how what started as support during a vulnerable time slowly turned into control and isolation. She opens up about the red flags that appeared over time, losing contact with friends and family, feeling trapped, and how the relationship continues to impact her today.

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

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

Ali from Finding Mr. Height is back, and this time she’s sharing the story of how she finally met her boyfriend. After years of dating app burnout and multiple first dates every week, she decided to try something different, showing up to real-life events with zero expectations, and one night she almost skipped ended up changing everything. In this episode, we talk about how she met her boyfriend unexpectedly, navigating early uncertainty when he left for six weeks after only three dates, and how intentional communication helped their relationship grow. We also dive into relationship timelines, moving in together, and why waiting for the right person can be worth it.

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

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

This week’s Cohosts for Life, we’re diving into some of your best (and most layered) listener questions yet. From navigating dating while dealing with a potential job loss, to figuring out what to do when a close friend slowly fades out of your life, we’re giving our honest, unfiltered advice. We also talk about family dynamics, what to do when your partner isn’t putting effort into relationships that matter to you, and answer a thoughtful question about religion, cultural backgrounds, and how couples navigate those differences long-term. Plus, we share dating wins, life updates, and everything going on behind the scenes lately. 

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

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

In this episode, I’m joined by Dana Joy, host of Not That Deep, to talk about sober dating, letting go of pressure, and why modern dating doesn’t have to be so complicated. Dana shares how stopping drinking changed the way she approaches dating, why coffee and walk dates feel more intentional, and how shifting to an "it's not that deep" mindset helped her stop overthinking every interaction. We also talk about dating without apps, saying yes to more opportunities, and learning to prioritize connection over perfection.

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

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

In this episode, I’m joined by Andie P, creator of Ask a Fuckboy, to break down mixed signals, emotional unavailability, and the behaviors that leave you confused in modern dating. We talk about the difference between a fuckboy and someone who’s just not that into you, translating common “fuckboy” texts, why even smart people fall for mixed signals, when to communicate versus walk away, how technology has made modern dating more confusing, and whether situationships can actually turn into relationships — so you can stop guessing and start choosing what you actually want.

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

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

This week we’re catching up on everything from a very full week, including a Boys Like Girls concert, Ilana’s new sewing hobby, and Jake questioning whether anyone actually needs to know how to spell anymore. We get into a listener follow-up about not liking the person you’re dating’s friends and what it actually means if they act differently around them. We also answer a question about moving cities for a relationship and how to know if you’re doing it for the right reasons. Plus, we share your dating wins, from great first dates to big relationship milestones

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

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

After reconnecting with her high school sweetheart years later, this anonymous guest believed she had found the love that was always meant to be. But what followed was a three-year relationship filled with emotional neglect, anxious attachment, resentment, and a version of herself she barely recognized.In this unfiltered conversation, she shares how unresolved grief, abandonment wounds, and mixed signals kept her stuck and why the hardest part of the breakup wasn’t forgiving him, but forgiving herself.

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

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