Best Jesse Cramer Podcasts (2025)

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3349: Room For Error by Jesse Cramer of BestInterest on Financial Planning and Resilience 11:25

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28d ago11:25

11:25

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3349: Jesse Cramer unpacks the underestimated power of "room for error" as a life and investing strategy, drawing insights from Morgan Housel, Charlie Munger, and Howard Marks. Instead of chasi…

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3381: When It Pays to Spend Money to Save Money by Amanda Brownlow on Intentional Spending 8:44

4h ago8:44

8:44

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3381: Amanda Brownlow challenges the traditional mindset of extreme frugality by showing how intentional spending can lead to long-term savings. From prioritizing health and quality items to in…

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Roth IRA for Military 2026 | IRA Update for Military Families #207 18:01

6h ago18:01

18:01

$7,500 is the new maximum amount you can contribute for your IRA in 2027. We recommend generally that you and your spouse (if applicable) both do Roth IRAs, after 5% to the the TSP for the match. Spencer and Jamie offer one-on-one Military Money Mentor sessions. Get your personal military money and personal finance questions answered in a confident…

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3380: What You Can Learn From Millennials For a Better Financial Future by Kathleen Coxwell of New Retirement 9:34

1d ago9:34

9:34

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3380: Kathleen Coxwell highlights how millennials, often seen as financially unstable, are actually modeling habits that can lead to a more flexible and fulfilling retirement. From downsizing a…

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Raising FI‑Minded Kids: What Really Works | 15-Year-Old Rishi Vamdatt | Ep 576 58:12

21m ago58:12

58:12

Join us as Rishi, a remarkable 15-year-old personal finance enthusiast, shares his journey and insights on financial literacy for the next generation. Rishi discusses key strategies for teaching kids about personal finance, including practical experience, understanding needs versus wants, and early investing through index funds. His insights aim to…

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3379: Snatch Up Your Long Lost Money by J. Money of Budgets Are Sexy on Tracking Down Lost Assets 9:39

2d ago9:39

9:39

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3379: J. Money unpacks how billions of dollars in unclaimed property are just sitting around, waiting to be claimed, including hundreds his own wife forgot about from a decade-old paycheck. Wit…

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3378: You Don't Have to Give Up Important Things to Get Important Things Done by Michael Mehlberg 8:29

2d ago8:29

8:29

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3378: Michael Mehlberg challenges the productivity trend of cutting out distractions by flipping the script, urging us to protect the activities that fuel us through a not-to-give-up list. This…

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3377: Money Stress: Why We Use Money to Feel Bad About Ourselves by Dr. Lisa Firestone of Psych Alive 11:26

3d ago11:26

11:26

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3377: Dr. Lisa Firestone explores how our emotional history, especially early experiences with money, shapes our current financial stress and self-worth. She reveals how the "critical inner voi…

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3376: How Do the Wealthy Invest? by Nick Maggiulli of Of Dollars and Data on Building Wealth Mindfully 11:57

4d ago11:57

11:57

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3376: Nick Maggiulli unpacks how wealthy individuals allocate their assets, revealing that investment strategies often depend more on access and status than on performance alone. While ultra-we…

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3375: Should Cash Be Part of Your Emergency Fund? By Honey Smith with Get Rich Slowly on Smart Emergency Planning 9:41

5d ago9:41

9:41

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3375: Honey Smith explores the practical and psychological benefits of keeping physical cash as part of your emergency fund, especially in times when digital access to money may be disrupted. W…

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50/30/20 Budget: Does This Popular Guideline Actually Work for FI Seekers? | E184 16:26

4d ago16:26

16:26

Are FI seekers supposed to follow the 50/30/20 budget guideline — or is it completely irrelevant when you’re pursuing financial independence? In this solo episode, Justin walks through five years of his own spending data to find out how closely his real-life budget aligned with this popular personal finance rule of thumb. You’ll learn what the 50/3…

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1 Million into Infinite Banking 25:02

2d ago25:02

25:02

How do you get a large amount of money into an Infinite Banking Policy? We go over the details on this episode. This episode follows the story of one of our real estate clients who came to us for an infinite banking policy. Listen along and learn from this real life scenario. 📄 INFINITE BANKING MADE SIMPLE | Get the free binder here: https://pages.…

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3374: [Part 2] Rethinking the 4 Percent Safe Withdrawal Rule by Fritz Gilbert of The Retirement Manifesto 11:10

6d ago11:10

11:10

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3374: Fritz Gilbert outlines three key adjustments to improve the sustainability of retirement withdrawals in today’s uncertain market environment: lowering the withdrawal rate to 3.3%, adoptin…

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Feeling Time Poor? The Journey to Owning Your Time | Andy Hill - E123 38:53

2d ago38:53

38:53

Jesse sits down with Andy Hill—personal finance educator, podcast host, and creator of Marriage, Kids, and Money—for a candid conversation about building wealth while building a life you actually enjoy. Andy shares how a mix of financial discipline, intentional goal-setting, and family-centered values helped him and his wife pay off their mortgage …

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3373: [Part 1] Rethinking the 4 Percent Safe Withdrawal Rule by Fritz Gilbert of The Retirement Manifesto 9:49

7d ago9:49

9:49

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3373: Fritz Gilbert challenges the conventional 4% safe withdrawal rule, arguing that its simplicity may be dangerously outdated given today’s market conditions. He outlines key concerns about …

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Military Travel Perks with Chelsey from Camouflage Perks #206 30:45

4d ago30:45

30:45

What if you could fly your family to Europe in first class, stay at luxury resorts for $400 a week, and spend less on vacation than you do at home? Chelsey from Camouflage Perks shares how military families are using fee-waived credit cards and exclusive military discounts to travel the world. Today's guest is Chelsey from Camouflage Perks - Milita…

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3372: Want to Retire Early Abroad? Do These 10 Things First by Christina Browning of Our Rich Journey 11:13

8d ago11:13

11:13

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3372: Christina Browning shares ten crucial steps to ensure a successful early retirement abroad, drawing from her personal experience relocating to Portugal. From navigating foreign healthcare…

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Breaking the Golden Handcuffs with 5 Kids | Sunny Burns | Ep 575 55:53

8d ago55:53

55:53

Episode Summary: In this episode, Sunny Burns shares his journey to financial independence. After leaving a lucrative government job, he discusses the strategic choices that led to his success in real estate, alternative income streams, and how he's living a fulfilled life with his family of seven. Sunny emphasizes the importance of financial educa…

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3371: When, Why and How We Give by Julien Saunders of Rich and Regular on Giving With Intention 10:31

9d ago10:31

10:31

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3371: Julien Saunders shares a heartfelt exploration of how giving, whether through financial support, gifts, or time, aligns with their values and fuels their pursuit of financial independence…

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3370: How To Transform Loneliness Into Joyful Solitude by Kat Medina on Finding Peace in Solitude 8:28

9d ago8:28

8:28

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3370: Kat Medina reflects on how solo travel helped her redefine loneliness as a gateway to joyful solitude and personal growth. Through honest storytelling and a five-day self-connection chall…

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3369: What Happens to My Debt When I Die? by Christine Luken on Looking Out For Your Family's Financial Health 9:29

10d ago9:29

9:29

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3369: Christine Luken offers a clear-eyed guide to understanding how different types of debt, mortgages, credit cards, student loans, and medical bills, are handled after death, and who (if any…

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3368: 7 Lessons I Learned From Failing at Real Estate Investing by Jeff Rose of Good Financial Cents on Investment Lessons 10:21

11d ago10:21

10:21

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3368: Jeff Rose shares the hard-earned wisdom that came from diving headfirst into real estate investing without the right knowledge, mindset, or passion. His story underscores the importance o…

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3367: Financial Lessons From a Rugby Field by Michael Smith with Financial Finesse on Long-term Financial Strategy 10:35

12d ago10:35

10:35

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3367: Michael Smith draws powerful parallels between playing rugby and managing money, emphasizing the importance of teamwork, mental resilience, and meaningful relationships. His insights show…

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549 Audio 26:02

12d ago26:02

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3366: Financial Independence Is A Hall Pass For Safe Reinvention by Dave of Accidental FIRE on Financial Freedom 10:23

13d ago10:23

10:23

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3366: Dave from Accidental FIRE explores how financial independence can become a powerful launchpad for reinvention after professional decline. Drawing from Arthur Brooks’ research and personal…

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Health and Wealth - The Power of a "Bigger Yes" | Phil Pearlman - E122 47:44

13d ago47:44

47:44

Today, Jesse is joined by Dr. Phil Pearlman—psychologist, behavioral finance veteran, and founder of the Pearl Institute—for a conversation about how long-term health and long-term wealth are two sides of the same coin. Together, they explore why the holiday season, while full of joy and connection, is also the unhealthiest stretch of the year for …

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3365: Failing at Early Retirement by Jeremy of Go Curry Cracker on Retirement Planning 11:21

14d ago11:21

11:21

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3365: Jeremy challenges the notion that earning income after early retirement equals failure, sharing his own experiment with seasonal work as a UPS driver. His candid reflection reveals how fl…

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5 Ways to Prepare for Christmas Spending Now | Holiday Season Budgeting for Military Families #205 9:06

11d ago9:06

9:06

Don't want to feel stressed about money this holiday season? Here are 5 ways to prepare your family's mindset and spending for the season of giving! Spencer and Jamie offer one-on-one Military Money Mentor sessions. Get your personal military money and personal finance questions answered in a confidential coaching call. militarymoneymanual.com/ment…

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3364: [Part 2] Financial FOMO: What, Why and How To Avoid It by Joel of 5AMJoel on Financial Awareness 9:22

15d ago9:22

9:22

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3364: Joel explores how Financial FOMO quietly undermines progress by fueling comparison, indecision, and unrealistic expectations. With practical mindset shifts like appreciation, JOMO, and a …

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Top Five Regrets of the Dying (Book Club with Frank Vasquez and Ginger) | Ep 574 1:17:47

11d ago1:17:47

1:17:47

Join Ginger and Frank as they dive into the impactful concept of regret, exploring insights from Bronnie Ware's The Top Five Regrets of the Dying. Discover how these regrets can shape a life of fulfillment and happiness, and learn how to embrace self-expression and relationships to achieve true satisfaction. Episode Summary: In this episode, the ho…

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3363: [Part 1] Financial FOMO: What, Why and How To Avoid It by Joel of 5AMJoel on Financial Awareness 9:08

16d ago9:08

9:08

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3363: Joel unpacks the toxic effects of Financial FOMO, the anxiety-driven urge to chase every wealth-building trend, and how it can derail both your mindset and money. Through the story of Ste…

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3362: Growth Happens At Our Limits: Embrace it. by Steve Kamb of Nerd Fitness on Personal Growth 10:36

16d ago10:36

10:36

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3362: Steve Kamb reveals how true personal growth lies just beyond our comfort zone, right where failure, fear, and challenge live. By embracing the discomfort of trying and stretching ourselve…

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3361: Have Yourself a Frugal Little Christmas by Jen Hayes on Holiday Budgeting 9:59

17d ago9:59

9:59

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3361: Jen Hayes shares smart, practical strategies for celebrating Christmas joyfully without overspending, from DIY gifts to careful budgeting and bargain hunting. Her thoughtful advice helps …

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3360: How to Build a Starter Emergency Fund in 30 Days or Less by Jackie Beck on Financial Security 10:05

18d ago10:05

10:05

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3360: Jackie Beck offers a simple, empowering 30-day plan to kickstart your emergency savings, breaking down a goal that often feels overwhelming into small, daily steps. With a focus on creati…

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3359: 9 Painless Ways To Trick Yourself Into Spending Less by Sarah Von Bargen of Yes and Yes on Money-Saving Habits 9:40

19d ago9:40

9:40

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3359: Sarah Von Bargen shares simple yet surprisingly effective ways to curb spending without feeling deprived. By adding small layers of friction, like unsubscribing from sales emails or using…

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Smart Frugality: The Frugal Mindset That Actually Feels Good | E183 JC Rodriguez 41:41

16d ago41:41

41:41

Cutting costs can help you reach financial independence faster, but it shouldn’t come at the expense of your happiness. The real key is smart frugality: spending intentionally on what adds value and confidently cutting what doesn’t. In this episode, I’m joined by JC Rodriguez, financial coach and creator of The Frugal Rich, to explore how to build …

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Monopoly CashFlow (By Robert Kiyosaki) and Careers 23:24

20d ago23:24

23:24

These three board games all teach important financial lessons that are important to keeping more of the money you make, putting your money to use so it works for you, and achieving success in life. Success looks different to everybody. But the principles to building wealth, making money, and having a passive income are consistent, and remain unchan…

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3358: What is Your Retirement Manifesto? by Kathleen Coxwell of New Retirement on Retirement Planning 10:35

20d ago10:35

10:35

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3358: Kathleen Coxwell invites you to craft a deeply personal retirement manifesto, a clear, intentional declaration of your values, dreams, and life lessons. By articulating what matters most …

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3357: Don't Let Shopping Ruin Your Holiday Season by Joshua Becker of Becoming Minimalist on Stress-Free Holidays 11:14

21d ago11:14

11:14

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3357: Joshua Becker reveals how decades of marketing have hijacked the spirit of the holidays, turning a season meant for connection into one dominated by consumerism and stress. He offers a co…

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Military Credit Cards with Carissa Rawson | Air Force Veteran Reveals How to Get 20+ Premium Cards with $0 Annual Fees #204 40:39

18d ago40:39

40:39

Join Spencer Reese and Carissa Rawson, Director of Travel and Marketing at Rove and Air Force veteran, for an in-depth discussion about maximizing credit card rewards and travel benefits as a military service member. Carissa shares her journey from enlisted Arabic translator to becoming a leading voice in military credit card content, having writte…

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3356: Negotiate Your Next Raise or Starting Salary by Laurie Sepulveda of Women Who Money on Salary Negotiation 9:21

22d ago9:21

9:21

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3356: Laurie Sepulveda breaks down why many women struggle with salary negotiations and outlines how to shift from self-doubt to confidence through research, practice, and strategic silence. By…

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Cognitive Behavioral Tools for FI With Jasper Lee, PhD | Ep 573 1:06:31

22d ago1:06:31

1:06:31

Show Notes Guest: Jasper Lee, PhD - Clinical Psychologist Episode Summary: In this episode, Jasper Lee discusses the psychological elements that impact the journey to financial independence (FI). He provides actionable insights on dealing with emotions and behaviors that influence financial decisions, emphasizing cognitive restructuring and behavio…

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3355: 7 Things You Will Never Regret Spending Money On by Jennifer of SimplyFiercely on Intentional Spending 9:29

23d ago9:29

9:29

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3355: Jennifer explores seven thoughtful investments that consistently pay off in the long run from personal growth to practical tools that save time and stress. Her insights challenge the guil…

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3354: Life Is a Triangle. Master Its 3 Points to Live a Kick-A** Existence by Charlie Brown of Simple and Straightforward 12:10

23d ago12:10

12:10

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3354: Charlie Brown outlines a refreshingly simple but powerful framework for designing a fulfilling life by mastering three key areas, personal finance, meaningful work, and intentional living…

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3353: 4 Common Mistakes That Investors Make by Tony with MoneyMiniBlog on Smart Investing 8:58

24d ago8:58

8:58

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3353: Tony outlines common investing pitfalls that trip up even the most well-intentioned investors, from emotional trading to lack of diversification. With straightforward tips and reminders, …

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3352: Facing and Fighting Financial Trolls by J.D. Roth of Get Rich Slowly on Financial Resilience 10:54

25d ago10:54

10:54

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3352: J.D. Roth exposes the two-headed beast of financial trolls, those external voices that discourage your progress, and the internal ones that sabotage it from within. By naming these voices…

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3351: What Makes a Roth IRA So Great? by Philip Taylor of PT Money on Tax-Free Savings 8:25

26d ago8:25

8:25

Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3351: Philip Taylor explains how the Roth IRA offers powerful tax advantages for retirement savers, especially those who want more flexibility, investment control, and tax-free withdrawals. Unl…

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Infinite Banking and Whole Life Insurance Questions Answered 26:42

23d ago26:42

26:42

This episode is all about getting your questions answered about infinite banking and whole life insurance. Questions like: How long should I pay my premium? Do I need to repay my loan? Can I do interest only? Can I stop my premium? How quickly can I borrow from my policy? How to structure loan repayments for Infinite Banking. These questions and mo…