EPISODE · Jun 22, 2026 · 24 MIN
Bonus: Live Career Coaching — Kollel to Career with Yaakov and Teddy Berman
from Shtark Tank · host Yaakov Wolff
Teddy Berman grew up in the Syrian community in Flatbush, went to college, worked in finance — and then got the itch. Almost ten years of learning later, he's back in the driver's seat, building a family in Yerushalayim and trying to figure out what comes next.In this bonus episode, Teddy reaches out with the questions a lot of guys have but don't always get to ask directly: How do I balance parnasa with a serious morning seder? Is the dream of American hours realistic? Does it matter if I'm a working person or a mashpia by the bima? And how do I even figure out what I'm cut out for?We get into all of it — including the recruiter who laughed in my face, why Rav Yonasan Sacks's career advice puzzled me as a bochur in KBY, and why knowing yourself is the most underrated job search tool there is.Also: what Aliyah really means for your community, your nusach, and your kids — and why "choosing a box" might be the wrong frame entirely.If you're somewhere between the beis medrash and the boardroom, this one's for you.Topics covered:Hishtadlus, bitachon, and the Ramban on going to warAhavat melacha — what Chazal actually say about loving your workSoft skills vs. marketable skills: the honest breakdownUsing AI for career self-reflection (Teddy's been doing it)Building community in Eretz Yisrael as an Anglo olehDati Leumi vs. Haredi — more nuance than you think
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Bonus: Live Career Coaching — Kollel to Career with Yaakov and Teddy Berman
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