In this episode, you’ll hear the stories of people who finally got their budget under control, but are still staring at tens of thousands in old debt they can’t shake.Debt advisor David Siegel explains the tough options left on the table: lowering interest through programs, negotiating settlements, or, when nothing else works, starting fresh with bankruptcy.Contact David at DJS.Siegel@gmail.com ✬ SPONSORS OF EPISODE 99 ✬► TWILLORY – Premium men's wear that works hard and looks even better. Use promo code CHAI20 at https://Twillory.com/KosherMoney for 20% off your first order.► BITBEAN – Got big ideas but clunky systems holding you back? BitBean is the go-to team for custom software that actually works for your business. Whether you're in healthcare, finance, or retail, they’ve built powerful platforms that scale smart. Dive into real case studies and connect with their expert team here: https://bitbean.link/4edg53► ZStander – Beautiful Judaica and home pieces for everyday life and special occassions. From wine fountains to candlesticks, honey dishes to bentchers, ZStander makes gorgeous items that are built to last and can even be personalized. Use promo code KOSHER at https://zstander.com/discount/KOSHER for 10% off.► COLEL CHABAD – Our brothers and sisters in Israel need us more than ever. Every dollar makes a difference at https://colelchabad.org/koshermoney/CHAPTERS:00:00 Intro01:21 Has America Lost Its Mind on Debt?04:28 Are Credit Card Companies Setting You Up?06:35 Who David Actually Advises08:09 The Shame People Feel Around Debt09:57 Making Sense of Debt in Simple Terms11:57 Why Budgeting Is the Key to Freedom14:01 How Money Problems Hurt Marriages16:31 Twillory Clothing Is Being Spotted Worldwide17:33 Bitbean + AI Innovation18:48 3 Practical Solutions for Debt19:35 How to Lower Your Interest Rate25:45 The Real Problems With DMPs29:00 Should You Consolidate Your Credit Cards?30:08 Going to a Gemach for Help32:12 Where the Money Really Is in DMPs33:19 More Ways to Cut Down Your Interest Rate34:35 Using a Home Equity Line of Credit (HELOC)37:33 Pros and Cons of a HELOC Explained40:12 Don’t Let Bills Control Your Life41:42 The Risks of Borrowing From Family43:49 Unique & Beautiful Judaica Items from ZStander45:43 Colel Chabad: Feeding Thousands of Families46:53 The Dangers of Debt Settlements52:38 Why You Should Start With a DMP54:12 What Bankruptcy Really Means55:28 Who Actually Qualifies for Bankruptcy57:57 Why You Shouldn’t Rush Into Bankruptcy58:22 Legal Steps When Filing for Bankruptcy1:00:17 Reasons Not to File for Bankruptcy1:02:32 Bankruptcy Issues in Orthodox Communities1:05:58 The Stigma: Bankruptcy vs. Settlement1:06:54 Why Using Credit Responsibly Matters1:07:39 How Shmittah Connects to Bankruptcy1:08:28 Don’t Run Away From Financial Problems1:09:00 The Living Smarter Jewish Resource1:09:52 How to Handle Medical Debt1:10:36 What’s Changing With Student Loans1:12:08 Fun Facts About David1:12:35 Where You Can Find David1:13:57 Outro: Final Thoughts + Prizes • 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.📲 Follow Kosher Money for bonus clips & behind the scenes:TikTok: https://www.tiktok.com/@koshermoneypodInstagram: https://www.instagram.com/koshermoneypod📞 Call-In-To-Listen Hotline:USA: 605-477-2100 | UK: 0333-366-0154 | Israel: 079-579-5088📤 WhatsApp feedback: 1-914-222-5513⚠️ Reminder: This episode or description is not financial advice. Always do your own research.

#DebtFreeJourney #GetOutOfDebt #BudgetingTips #FinancialEducation #PersonalFinance #CreditCardDebt #FinancialFreedom #JewishFinance #KosherMoney #LivingLchaim #JewishPodcast #MoneyMatters #DebtRelief #SmartMoney #DaveRamsey #KM

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!

Instagram: https://www.instagram.com/weareoffthepage/

TikTok: https://www.tiktok.com/@weareoffthepage

✬ SPONSORS OF EPISODE 98 ✬

► BITBEAN – Got big ideas but clunky systems holding you back? BitBean is the go-to team for custom software that actually works for your business. Whether you're in healthcare, finance, or retail, they’ve built powerful platforms that scale smart. Dive into real case studies and connect with their expert team here: https://bitbean.link/4edg53

► TWILLORY – Premium men's wear that works hard and looks even better. Use promo code CHAI20 at https://Twillory.com/KosherMoney for 20% off your first order.

► MIAMI LAKES – Looking to relocate to Florida without sacrificing space or community? Discover Miami Lakes, a hidden gem with a warm Orthodox Jewish community. Call Berel Follman at 631-485-4482 or check it out on Zillow. Great homes. Great people. A bright future be"H!

► COLEL CHABAD – Our brothers and sisters in Israel need us more than ever. Every dollar makes a difference at https://colelchabad.org/koshermoney/

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.

📲 Follow Kosher Money for bonus clips & behind the scenes:

TikTok: https://www.tiktok.com/@koshermoneypod

Instagram: https://www.instagram.com/koshermoneypod

📞 Call-In-To-Listen Hotline:

USA: 605-477-2100 | UK: 0333-366-0154 | Israel: 079-579-5088

📤 WhatsApp feedback: 1-914-222-5513

⚠️ Reminder: This episode or description is not financial advice. Always do your own research.

#finance #money #investing #financialfreedom #jewish #judaism #torah #JewishFinance #KosherMoney #LivingLchaim #WeAreOffThePage #DovidLichtenstein #wisdom #torah #Forbes #podcast

In this episode, I opened a retirement account live on camera, and by the end of this it you'll know more than 99% of your friends about investing. Ready to retire a millionaire? Let's dig in.(Please don't ignore this if you're young. I promise you'll thank us when you're nicely aged.)Shimon Willig's contact info: Shimon.Willig@mwminvest.com✬ SPONSORS OF EPISODE 97 ✬► TWILLORY – Premium men's wear that works hard and looks even better. Use promo code CHAI20 at Twillory.com/KosherMoney for 20% off your first order.► BITBEAN – Got big ideas but clunky systems holding you back? BitBean is the go-to team for custom software that actually works for your business. Whether you're in healthcare, finance, or retail, they’ve built powerful platforms that scale smart.👉 Dive into real case studies and connect with their expert team here: https://bitbean.link/4edg53► MIAMI LAKES – Looking to relocate to Florida without sacrificing space or community? Discover Miami Lakes, a hidden gem with a warm Orthodox Jewish community. Call Berel Follman at 631-485-4482 or check it out on Zillow. Great homes. Great people. A bright future be"H!► COLEL CHABAD – Our brothers and sisters in Israel need us more than ever. Every dollar makes a difference at https://colelchabad.org/koshermoney/CHAPTERS:00:00 Intro01:15 Who Is Shimon Willig?02:35 The Role of a Financial Advisor12:19 How These Firms Make Money14:58 Helping People Open an IRA17:16 High-Quality Clothes from Twillory18:17 BitBean: Industry Leader in Software Development19:33 Getting Started with Opening an IRA27:25 The Benefits of a Roth IRA29:46 Which Account to Open...33:45 Qualifying (Early) Withdrawals34:31 The Costs of Roth IRA + How They Make $$$36:35 What You Need to Open a Roth IRA36:50 Choosing IRA Beneficiaries43:06 Conversations with Parents About $$$46:44 Owning a Home in Miami Lakes, Florida48:12 Colel Chabad: Feeding Hundreds of Families49:23 Providing Personal Information and Authenticating Your Account52:57 Adding a Trusted Contact53:56 Adding Beneficiaries and Dividing Assets56:30 Adding Employment Information57:20 The Importance of Paper Documents58:15 Adding Trading Features59:39 Reviewing Your Information59:58 Reading and Agreeing to the Boring Stuff1:03:11 Adding Funds to Your Account1:04:54 Naming Your Accounts1:06:21 Setting Up Your Transfer1:07:44 Opening an Individual Brokerage Account1:11:28 Choosing a Retirement Age1:13:24 Tips on Investments and Assets1:17:34 What Is an Expense Ratio?1:19:26 Creating an Account for a Minor1:23:54 Automating Your Accounts1:26:12 VOO vs. SPY Expense Ratios1:28:10 What Is a Cowboy Account? 1:30:45 The Importance of Life Insurance1:31:21 Project120's Mission1:35:09 Outro

GET LIFE INSURANCE! ⟶ Project 120's site: https://www.theproject120.com/✬ Support the show! Help us create more episodes like this: https://www.livinglchaim.com/donate💬 Need financial clarity? Visit LivingSmarterJewish.org for free resources.📲 Follow Kosher Money for bonus clips & behind the scenes:TikTok: https://www.tiktok.com/@koshermoneypodInstagram: https://www.instagram.com/koshermoneypod📞 Call-In-To-Listen Hotline:USA: 605-477-2100 | UK: 0333-366-0154 | Israel: 079-579-5088📤 WhatsApp feedback: 1-914-222-5513⚠️ Reminder: This episode or description is not financial advice. Always do your own research.#RetireRich #MillionaireMindset #FinancialIndependence #InvestSmart #RothIRA #TraditionalIRA #WealthPlanning #MoneyTips #PersonalFinance #SmartInvesting #BuildWealth #RetirementPlanning #KosherMoney #JewishFinance #LivingLchaim