My BFF’s Love Story & What She Really Thought of My Dating Life

I’m joined by my childhood best friend Jessie — the one who’s seen me through every confusing situationship, career pivot, and major life change. We’re talking about how she went from friends to married with her high school crush, what it was like when the three of us lived together, and her take on the guys I used to date… versus what she thought when she met Jake. We also answer listener questions about being in different life stages than your friends, falling for a friend, and how to support someone through heartbreak.Book a 1:1 dating coaching session or profile revamp with me hereGet $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeopleStop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.Start planning your dream wedding at Zola.com! Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep! Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

What this episode covers

I’m joined by my childhood best friend Jessie — the one who’s seen me through every confusing situationship, career pivot, and major life change. We’re talking about how she went from friends to married with her high school crush, what it was like when the three of us lived together, and her take on the guys I used to date… versus what she thought when she met Jake. We also answer listener questions about being in different life stages than your friends, falling for a friend, and how to support someone through heartbreak.Book a 1:1 dating coaching session or profile revamp with me hereGet $10 off your Nutrafol subscription at nutrafol.com promo code SEEINGOTHERPEOPLE Give yourself the luxury you deserve + free shipping & 365 day returns at quince.com/seeingotherpeopleStop putting off those doctor appointments and go to zocdoc.com/seeingotherpeople to find and instantly book a top-rated doctor today.Start planning your dream wedding at Zola.com! Go to helixsleep.com/SEEINGOTHERPEOPLE for 20% off better sleep! 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.

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How long is this episode of Seeing Other People?

This episode is 55 minutes long.

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This episode was published on April 24, 2025.

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