Should You Start Your Own Company? ft. Alec Kremins (Founder, Baal Teshuva, Content Expert)

From Shtark Tank with Yaakov Wolff by Yaakov Wolff.

• Published: Mon, 10 Aug 2026 04:10:00 GMT
• Duration: 00:33:18
• Audio: https://anchor.fm/s/e45c8048/podcast/play/123988774/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2026-7-9%2F429520838-44100-2-64e9ea2bfdcd2.mp3
• Page: https://podcasters.spotify.com/pod/show/yaakov-wolff/episodes/Should-You-Start-Your-Own-Company--ft--Alec-Kremins-Founder--Baal-Teshuva--Content-Expert-e3n6bb6
• TorahApp: https://torahapp.org/share/p/3P_shtark_tank/e/968691b5-2c23-41e3-8ec5-364f6b8bc207

One year ago, Alec Kremins got fired. Same week he found out his wife was pregnant with their first child. He had a choice: go find another stable job, or bet on himself.

He went all in.

Alec built his career at Ramp (now valued near $40B) before making Aliyah and eventually going out on his own. In this episode we get into why he tells most people not to start a company, even though it was the right call for him.

We cover:

• The day he got let go, and the decision that followed
• Why he thinks life is about meaning, not comfort, and the Lubavitcher Rebbe story about the "contract" nobody signed promising an easy life
• The Histadlus/Bitachon dance and why it gets a lot harder when you're working for yourself
• Whether your work should be part of your identity, or just what funds it
• A surprising parallel between starting a company and childbirth (his words, not ours)
• Why he actively discourages most people from starting their own thing
• Building a personal brand without losing your Shabbos, your learning, or your sanity to the algorithm
• Where AI actually fits in content creation, and where it doesn't touch the core at all

Alec Kremins is the founder of RallyUp. You can find him on LinkedIn.