In this episode, I sit down with Chloe Hechter, a Jewish influencer whose hilarious TikTok content has taken the internet by storm. But behind the viral videos, Chloe shares what it’s really like to date as a public figure—from painfully awkward first dates to the challenge of finding someone who sees past her online persona.

Here’s what we dive into:

✔️ The worst first date of Chloe’s life (trust me, you’ll cringe!)

✔️ My Five Date Challenge—can it help her find real connection?

✔️ Why dating as a Jewish influencer in NYC is way more complicated than you’d think

✔️ The search for a deep, intellectual partner who’s more into books than TikTok

If you’ve ever struggled with dating in a digital world—or just want some juicy dating stories—you need to hear this one.

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