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Every entrepreneurial journey will result in either profit or pivot. In this podcast, I sit down with top-tier founders, VCs, & innovators to uncover the critical decisions that fueled their massive success. We dive deep into their journeys, exploring practical strategies you can apply. Each episode delivers actionable advice & inspiring stories designed to motivate & empower you on your own path. My mission? To decode the art of successful decision-making better than anyone in the world. Rated the #1 podcast in the world (by my mom).
Episodes
Wednesday Sep 03, 2025
Wednesday Sep 03, 2025
How can ancient Jewish wisdom guide the way we live, work, and build businesses today?
In this episode of the Profit or Pivot Podcast, I sit down with R. Josh Kaller who is an entrepreneur, attorney, real estate investor, and community leader, to explore the intersection of Judaism, spirituality, and business. In addition to being a real estate attorney and investor, Rabbi Kaller is building a nonprofit like a business, where he can impact the community in a sustainable way.
Josh shares how his Jewish values shape his approach to leadership, decision-making, and self-improvement, and why success in business is about more than profit, it’s about purpose, community, and growth.
We also don't shy away from controversial and difficult topics like why should someone accept Judaism as a valid way to live life, is religion nonsense, and what to do when ethics comes against your financial interests.
What You’ll Learn:
- How Jewish teachings influence business ethics and leadership
- Why faith and spirituality can guide smarter business decisions
- The role of self-improvement in entrepreneurship
- Balancing profit, purpose, and personal values
- Lessons from Josh’s own journey as a Jewish entrepreneur
If you’ve ever wondered how to bring faith, meaning, and values into your professional life, this episode is packed with wisdom and inspiration.
About Rabbi Josh Kaller
Rabbi Kaller is the Managing Director of Olami Toronto where he leads a team of 10 in the mission of educating young Jews to engage with their Jewish heritage and become great leaders. He is also an executive coach to some of the most successful entrepreneurs in Toronto.
He maintains his boutique real estate development shop focused on South East Florida and is practicing law in Florida as well, mainly for the family business.
Connect with R. Kaller
Learn more about Olami and its programs here
Explore Judaism
R. Dovid Gottlieb (referenced in the show)
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