
Juicy Dating Stories from a TikTok Celeb
03/19/25 • 34 min
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.
Contact Aleeza Ben Shalom https://marriagemindedmentor.com/
Contact Rabbi Yisroel Bernath https://www.theloverabbi.com/
Submit a Question for the Matchmaker, Matchmaker Podcast https://marriagemindedmentor.com/podcast/
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.
Contact Aleeza Ben Shalom https://marriagemindedmentor.com/
Contact Rabbi Yisroel Bernath https://www.theloverabbi.com/
Submit a Question for the Matchmaker, Matchmaker Podcast https://marriagemindedmentor.com/podcast/
Previous Episode

The Power of Community Matchmaking & the Future of Jewish Dating 🤝💞
In this episode, I share my journey—from Jewish Matchmaking on Netflix to real-world impact—and the power of community-driven matchmaking. I’m joined by Danielle Selber from Tribe 12, a Philadelphia-based Jewish nonprofit that has successfully integrated matchmaking into its offerings.
We dive into:
💡 How our matchmaking careers evolved
🤝 The importance of community support in dating
🔄 How societal shifts are shaping today’s relationships
❌ Common dating deal breakers and how to navigate them
🎧 Listen now! "The Power of Community Matchmaking & the Future of Jewish Dating"
Contact Aleeza Ben Shalom https://marriagemindedmentor.com/
Contact Rabbi Yisroel Bernath https://www.theloverabbi.com/
Submit a Question for the Matchmaker, Matchmaker Podcast https://marriagemindedmentor.com/podcast/
Next Episode

🎙 The most awkward first kiss with Ilana Dunn & hubby Jake 💋
In this episode, I sit down with Ilana and Jake to chat about their relationship journey—how they met, what keeps their connection strong, and the little things that make love last.
We dive into:
💘 Their Hinge love story and first date moments
🎟️ The creative ‘date card’ activities and spontaneous trips that keep things exciting
😂 A hilariously awkward first kiss story (and how Elana made theirs unforgettable)
🗣️ The power of communication, fun, and support in a relationship
🎙️ Ilana’s insights as a podcast host and dating coach on vulnerability and authenticity in dating
This episode is full of laughs, love, and real talk about what makes relationships truly work.
🔔 Tune in and get inspired to bring more fun and connection into your own love life!
Contact Aleeza Ben Shalom https://marriagemindedmentor.com/
Contact Rabbi Yisroel Bernath https://www.theloverabbi.com/
Submit a Question for the Matchmaker, Matchmaker Podcast https://marriagemindedmentor.com/podcast/
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