Religion, Faith, Making Money & Finding Purpose | Rabbi Josh Kaller

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.

YouTube video version

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

LinkedIn 

Learn more about Olami and its programs here

Explore Judaism

R. Dovid Gottlieb (referenced in the show)

Timestamps 

00:00 Introduction

03:38 Interest in Judaism

06:38 Becoming religious 

10:51 Importance of Shabbat in business

12:54 Is religion true?

17:13 Challenging the arguments for Judaism

22:53 Controversial topics in the Bible

27:56 Going to Jewish seminary (Yeshiva)

31:10 Running a nonprofit

34:50 Are people "good" or "bad"?

37:38 Practical spiritual advice for business

39:39 The EQI model

42:16 Prayer 

44:25 Advice for struggling entrepreneurs 

48:49 Creating a "power phrase" 

51:40 Book recommendations