My best friend and former Life in Progress cohost, Carly Silverman, joins me for a catch-up on pregnancy, friendship, and how our relationship has evolved as we’ve moved into different chapters of life. We talk jealousy, long-distance best friendship, what we miss from our Life in Progress era, and what excites us most about what’s ahead.

ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!)

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I’m joined by dating coach and author Sabrina Bendory to unpack the game-changing concept of detachment — a mindset that transformed her love life and coaching approach. We dive into the fear of ending up alone and how to move through it, what real confidence feels like, how to stop obsessing over texts or social media, break overthinking cycles, and advice for being the only single friend in your group.

Submit your questions or share why you and your partner are cohosts for life at⁠ speakpipe.com/sop

ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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

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Fresh off a 20 mile run I reflect on how I finally feel like I’ve turned a corner in marathon training. Jake earned some serious credit in the Husband Duties department so I share why expressing gratitude for each other matters. We talk about what we wanted to be when we grew up compared to how many kids now want to be influencers and wrap with a new game called “Popstar or Ilana” where Jake has to guess if dramatic song lyrics are from real hit songs or pulled from my middle school notebooks.

ALL links⁠⁠ here⁠⁠ (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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

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Cuffing season is here, but why does everyone suddenly want to couple up when the weather turns cold? In this episode, we dive into the psychology, cultural pressures, and real dating app data behind the phenomenon, plus practical tips to prepare—whether you’re looking for a winter fling or a long-term partner.

Submit your questions or share why you and your partner are cohosts for life at⁠ speakpipe.com/sop

ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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

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Divorce lawyer Jonathan Merel joins the podcast to share what he’s learned about love, marriage, and relationships from his years in family law. We talk about why couples file for divorce, how often people start the process but end up reconciling, what healthy couples have in common, and the truth about prenups. Jonathan also shares his personal perspective on love and commitment—and advice for couples looking to strengthen their relationship.

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Jake and I are officially in our new apartment (!!) and we’re unpacking all the highs and lows of moving week — including Ilana’s unexpected side gig babysitting our TaskRabbit’s kid. We also get into what it’s like being in the thick of marathon training, the gorgeous wedding we just went to, and our hot take on why wedding speeches matter way more than people think.

Book a move with Roadway here and use code ilanadunn10 for 10% off local moves or 5% off long distance moves!

ALL links⁠ here⁠ (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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

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I’m joined by musician Brett Altman, who recently left his finance career of 9 years to finally pursue music full-time and discovered that owning your story can completely change the way you date. We get into why you should never shrink yourself for someone who sees parts of you as a red flag, how to actually meet people IRL (yes, even at a bar), and what it takes to make a friends-with-benefits situation successful. Brett shares his journey from Hoboken “finance bro” to musician, and how his viral track Pretty Long Island Girls is sparking real conversations about love, dating, and connection outside the apps. @brettaltmanmusic

Submit your questions or share why you and your partner are cohosts for life at⁠ speakpipe.com/sop

ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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

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Miriam Katz just launched one of the boldest projects in the dating world: a podcast where she interviews every single person she’s ever dated. They talk about what it’s really like to sit down with exes face-to-face, and the surprising insights Miriam has gained about love, closure, and self-discovery along the way. Ilana and Miriam also explore how past relationships shape us, the challenges of turning personal history into public content, and the moments that were unexpectedly healing—or hilariously awkward.

Check out The Ex Appeal podcast on Spotify and follow along @theexappealpodcast

ALL links⁠⁠ here⁠⁠ (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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.

It’s our final episode in this apartment before the big move, and Ilana’s type A side is showing in full force during the packing process. In between boxes, we answer your questions about dating and relationships. We talk about whether it’s a red flag if someone doesn’t text while they’re away, what to do when you can’t stop thinking about the guy who wasn’t ready, how to move forward when something casual is rekindled, and the timeless dilemma of craving sparks while knowing you deserve stability.

ALL links⁠⁠⁠ here⁠⁠⁠ (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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

Learn more about your ad choices. Visit megaphone.fm/adchoices

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

In this solo Q&A, I’m answering your biggest dating and friendship dilemmas — from why your ex still watches your Instagram stories, to how to say no to being a bridesmaid, to figuring out if “I’m not ready for a relationship” is the truth or just an excuse. We’ll talk jealousy, first dates, situationships, and how to trust again after heartbreak.

Submit your questions or share why you and your partner are cohosts for life at⁠ speakpipe.com/sop

ALL links here (dating coaching, profile revamp, marathon fundraiser, and more!) 

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

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

Learn more about your ad choices. Visit megaphone.fm/adchoices

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