Dovid Lichtenstein: A Jewish Billionaire's Advice on Money and Life
Kosher Money
Taking the Leap: A Risky Investment Journey
This chapter narrates the significant investment decision to acquire extended stay hotels for $8.1 billion and the emotional turmoil that followed. With themes of integrity and accountability, it explores the lessons learned from financial loss and the importance of maintaining relationships in the banking community.
In this episode, you’ll hear how Dovid Lichtenstein went from selling encyclopedias door to door to owning billions in real estate, and why he tore up a food stamp application instead of playing it safe.
Want to build wealth and keep your soul intact? Let’s get into it.
(And yes, he actually paid off a 100 million dollar personal debt. With one check.)
Watch more of Dovid's Jewish wisdom on Off The Page's pages!
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Chapters:
00:00 Intro
01:10 Who Is Dovid Lichtenstein?
03:50 A Lesson in Valuing Money
04:48 Dovid’s Upbringing and Family Background
06:15 Life Right After Marriage
07:34 Everyone Needs to Write Their Own Story
08:13 Getting His First Job
09:22 Don’t Let Fear Rule You
11:44 Entering Real Estate
15:15 Everyone Was Brought Here for a Mission
16:04 BitBean, the AI Masters
17:18 High-Quality Clothes from Twillory
18:18 Looking Back at Life Before Work
19:37 Making Waves in the Business World
21:14 Leaning Into Fame and Fortune
24:20 You Are Not Your Money
24:54 Following the Trends of the World
25:40 Accumulating and Getting Past Credit Card Debt
26:45 The Decision to Leave Lakewood
28:20 The Power of Curiosity
31:27 Looking Back at Past Mistakes
34:03 Having the Confidence to Take Risks
38:42 Losing 100 Million Dollars
41:34 Getting Back Up After Crashing Down
42:45 Beautiful Homes for Sale in Miami Lakes, Florida
44:15 Colel Chabad Feeding Thousands of Families
45:22 The AI Revolution
46:06 Building His Company Back Up
46:50 Jumping on Different Investing Projects
48:45 Learning to Be Happy with What You Have
49:52 Realizing It’s Not All About Honor and Glory
52:06 Why Does Dovid Continue to Work?
56:01 Is AI Messianic?
56:39 Learning to Say I Don’t Know
57:42 Effort vs. G‑d Providing for You
1:01:44 Make Your Own Luck
1:03:48 Keeping His Family Grounded in Reality
1:05:55 Dovid’s Family Members’ Various Businesses
1:07:07 The Different Levels of Giving to Charity
1:10:37 Learning from Rabbi Y.Y. Jacobson
1:11:30 What Is Off the Page?
1:14:50 We Need to Be Louder and Kinder in Our Judaism
1:16:24 Outro
- GET LIFE INSURANCE! ⟶ Project 120's site: https://www.theproject120.com/
- GET A WILL! ⟶ https://youtu.be/bHdpPuvKGVM
✬ Support the show! Help us create more episodes like this: https://www.livinglchaim.com/donate
💬 Need financial clarity? Visit LivingSmarterJewish.org for free resources.
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⚠️ Reminder: This episode or description is not financial advice. Always do your own research.
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