Bonus: Live Career Coaching — Kollel to Career with Yaakov and Teddy Berman
From Shtark Tank with Yaakov Wolff by Yaakov Wolff.
- Published: Mon, 22 Jun 2026 04:15:00 GMT
- Duration: 00:24:53
- Audio: https://anchor.fm/s/e45c8048/podcast/play/121795580/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2026-5-21%2F426564112-44100-2-edb5c0421ab65.mp3
- Page: https://podcasters.spotify.com/pod/show/yaakov-wolff/episodes/Bonus-Live-Career-Coaching--Kollel-to-Career-with-Yaakov-and-Teddy-Berman-e3l3dhs
- TorahApp: https://torahapp.org/share/p/3P_shtark_tank/e/3ae36e79-3ffb-44e9-8209-7577d351a98c
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 war
- Ahavat melacha — what Chazal actually say about loving your work
- Soft skills vs. marketable skills: the honest breakdown
- Using AI for career self-reflection (Teddy's been doing it)
- Building community in Eretz Yisrael as an Anglo oleh
- Dati Leumi vs. Haredi — more nuance than you think