I went back through some of my favorite conversations to bring you the best dating and relationship advice, all in one episode. From heartbreak and attachment styles to boundaries, self-worth, communication, and building healthier relationships, these are the lessons everyone needs to hear. I wish this episode had existed when I was in my early 20s...it could’ve saved me years of therapy, lol.

Listen to each full episode:

Amy Chan — bestselling author of Breakup Bootcamp and Unsingle

Sabrina Zohar — relationship coach and host of The Sabrina Zohar Show

Kati Morton, LMFT — licensed marriage and family therapist, author of Are u ok? and Why Do I Keep Doing This?, and host of Ask Kati Anything

Jaci Marie Smith — co-host of the What We Said podcast

Jessica Baum, LMHC — psychotherapist and author of Anxiously Attached and SAFE

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Nobody tells you that falling in love with the right person can unlock a whole new set of fears. This week, we're talking about healthy love, unlearning old relationship patterns, the fear of losing control, and why anxiety doesn't always mean something is wrong.

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Ever wish you could ask the person you're dating what they actually mean? We brought in comedian, podcast host, and author Jared Freid to help decode the behavior driving you and your group chat insane. From mixed signals and situationships to commitment, labels, and all the phrases people use instead of saying what they really mean, we're asking the questions you're too afraid to ask and getting some honest answers.

Check out Jared's new book, Walking Red Flag

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Dessert is delicious. But if it's the only thing on your plate, eventually you're going to get sick. Somewhere along the way, we started treating relationships like the main event. Like life begins when you get the boyfriend, the ring, the wedding, the happy ending.

Meanwhile, we're hurtling through space on a floating rock with entire lives to build, people to meet, places to see, and stories to collect.

Love is beautiful. Love is worth wanting. But life is happening now, not after you find it.

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Ever heard of the butterfly effect? It’s never the big, obvious moment that changes your life. It’s the random night you almost cancel. You say yes instead of “another time,” and it turns into a relationship, an opportunity, a new best friend… or something that changes everything.

This episode is about how the moments you almost talk yourself out of are usually the ones you need the most.

Try out my favorite prompt on Hinge and lmk how it goes! #HingePartner: http://hin.ge/unbotheredclub

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The more you want something, the further it seems to get. The second you let go, it shows up. Law of detachment, baby. If your mood is riding on one outcome, this is your reset. Let me help you stop spiraling and start trusting what’s meant for you, and show you how to actually detach when you feel like you can’t.

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You asked and Emon is back. We’re telling stories — the time her best friend catfished her ex-boyfriend and got arrested for extortion, the roommate situation that slowly turned into a horror story, getting stuck in an elevator with Larry David while Chloe argued with him over a box, and several stories that still don’t feel real. Buckle up.

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He had potential. You had patience. And now you're realizing love can't turn someone into who they're not. Kate Speights joins me to talk about why you simply cannot build a man. We get into staying too long, having the same conversation 500 times, and realizing you can't love someone into being the one. If you feel like you have to raise him, it's time to get a new one.

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Lost your spark and not sure how to get it back? I have answers. I’ve lost mine more times than I can count over the last few years, which means I’ve also gotten pretty good at getting it back fast. In this episode I get into what actually kills your spark and what genuinely brings it back. Not the Pinterest advice, the real stuff that actually works when you feel like a dim version of yourself.

Fair warning: I took a shot of tequila before recording because talking to a camera alone for an hour still feels slightly insane to me, and apparently, I’m a lightweight now. So this is a very honest, slightly chaotic, unfiltered solo Chloe episode.

But by the end of it, you’ll have a game plan and ideally be ready to wake up tomorrow and say the 3 magic words. We're so back.

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Your 20s are chaotic and messy, but that’s the point. Trinity Blair joins me for a big sister/little sister moment that honestly healed something in both of us. She asks what it’s actually like to be 29, and I share what 21-year-old me misunderstood about love, ambition, and growing up.

If you’ve felt behind, too intense, or mildly convinced everyone else has it figured out...they don’t. And this one’s for you.

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Listen to ⁠⁠Trin's pod⁠⁠ and follow her on ⁠⁠IG⁠⁠ and ⁠⁠TikTok