Best Jack Bosch Podcasts (2026)

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129: Redneck Economics // Building Wealth Through Struggle with Aaron Chapman 57:25

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5d ago57:25

57:25

Aaron Chapman survived a devastating motorcycle crash in 2008 that left him broken on the ground, financially destroyed with a 460 credit score, and facing total loss. That beating? It taught him everything about real success. Now he and his illustrator brother, Eric Chapman, are back to talk about their book "Redneckonomics"—the raw, unfiltered tr…

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128: Land Entitlements: 10X Your Profit Per Deal with Cody Bjugan // The Jack Bosch Show 55:46

19d ago55:46

55:46

Most land investors stop at wholesaling and leave millions on the table. Cody Bjugan shows us a different path—land entitlements. He takes raw land, gets it approved for development, and sells to national builders for $10K to $100K per lot. No construction, no tenants, just bigger paychecks. The catch? It takes 2+ years, not 30 days. But if you're …

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127: How to Develop Flex Space Buildings with Jonathan Tuttle // High ROI Strategy 34:57

1M ago34:57

34:57

What if you could tap into one of the hottest commercial real estate niches right now? Jonathan Tuttle, CEO of Land Play, reveals his flex space development strategy in the fastest-growing markets in Texas. We're talking 90% warehouse, 10% office—purpose-built spaces for contractors, plumbers, and HVAC companies that need both operations and storag…

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126: The Real Reason Interest Rates Don't Matter // Aaron Chapman 53:47

2M ago53:47

53:47

Most investors obsess over interest rates… but what if the real power isn't the rate at all? In this episode, Jack sits down with loan expert Aaron Chapman to unpack the numbers behind long-term real estate wealth. They break down how amortization, appreciation, inflation, and rent growth quietly turn "boring" rentals into high-return assets—plus w…

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125: Strategic Metals: The Next Big Investment Trend // The Jack Bosch Show 40:00

2M ago40:00

40:00

Ever wondered how metals like gallium, terbium, and germanium could power both the future—and your portfolio? In this episode, Jack talks with Louis O'Connor of Strategic Metals Invest about how "strategic metals" are driving the energy transition, AI, robotics, and even defense systems. They unpack why China's dominance in rare earths could spark …

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EP 47: The #1 Retirement Killer That's NOT the Stock Market (Most People Miss This) 59:37

2M ago59:37

59:37

In this episode of Think Outside the Stocks, host Madhavi Jain welcomes Chris Orestis, President of Retirement Genius, to discuss a revolutionary approach to retirement planning. With over 25 years of experience, Chris shares valuable insights into how retirees can protect their wealth and prepare for the financial demands of long-term care. Chris …

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124: Escaping the Hamster Wheel: Creating Financial Freedom Through Cash Flow // Justin Donald 41:51

2M ago41:51

41:51

This episode dives deep into the balance between wealth creation and personal freedom. Jack Bosch sits down with Justin Donald, author of The Lifestyle Investor, to unpack what it really means to design a life centered around freedom, experiences, and purpose — not just profit. They explore how to build cash flow through lifestyle-focused investing…

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123: He Turned a Snack Into a Multi-Million Dollar Brand | Insights from Tim Rexius 46:31

3M ago46:31

46:31

When fitness meets family snacks, magic happens! In this episode, Jack Bosch sits down with Tim Rexius, founder of Omaha Protein Popcorn and owner of multiple thriving fitness and nutrition companies. Tim shares how a kitchen experiment turned into a multi-million dollar brand that's scaling faster than ever. From cracking the code on product-marke…

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122: Asset Protection Secrets with Blake Harris // The Jack Bosch Show 31:04

3M ago31:04

31:04

Most people think offshore trusts are only for the ultra-wealthy—but that's far from the truth. In this episode, Jack sits down with Blake Harris, one of the nation's leading experts in offshore asset protection, to break down how these strategies really work. From equity stripping on real estate to securing crypto in Switzerland, Blake explains ho…

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121: IRS Secrets Revealed: Tax Deductions & Wealth Hacks Every Real Estate Investor Should Know 41:19

4M ago41:19

41:19

Ever wondered how wealthy investors legally pay little—or even zero—taxes? In this episode of The Jack Bosch Show, Jack sits down with tax strategist Carlotta Thompson, creator of the Pathway to Zero. Carlotta shares insider strategies from her time at the IRS and explains why documentation is everything. From the Augusta Rule and hiring your kids,…

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120: BRRRR Real Estate Strategy // How Casey Quinn Built $120M in Real Estate 55:15

4M ago55:15

55:15

Ever wonder how someone goes from buying a $40K rental to building a $120 million real estate portfolio in just 5 years? In this episode, Jack sits down with Casey Quinn to unpack the BRRRR model (Buy, Renovate, Rent, Refinance, Repeat). Casey breaks down why BRRRR isn't about quick cash flow but long-term wealth, how to work with banks beyond the …

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EP 46: Private Credit & Pilot Training: Investing Beyond Wall Street | Brandon Martini & Madhavi Jain 57:16

5M ago57:16

57:16

In this episode of Think Outside the Stocks, host Madhavi Jain sits down with Brandon Martini, co-founder and COO of Stratus Financial, to explore an alternative investment class that helps aspiring pilots finance their training while delivering strong, risk-adjusted returns for investors. Brandon shares his journey from Navy veteran and airline pi…

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119: How to Profit from Land Entitlement & Development in 2025 38:55

5M ago38:55

38:55

Small business is booming—and so is demand for the right kind of space. In this episode, Jack sits down with Logan Freeman, a Kansas City commercial real estate pro who's closed over $350M in deals, to talk about the rise of flex industrial properties, why land entitlement is a hidden goldmine, and how the 18-year real estate cycle could shape your…

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EP:45 Think Outside the Stocks: Unveiling the $230B Life Settlement Market with Matthew Paine (Part 2) 1:01:39

5M ago1:01:39

1:01:39

What if your life insurance policy could do more than just offer peace of mind—it could become a powerful wealth-building asset? In Part 2 of this eye-opening series, Madhavi Jain continues her conversation with Matthew Paine, a seasoned expert in the life settlement market, to uncover one of the most overlooked yet powerful investment opportunitie…

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118: The Land Investing Strategy Nobody's Talking About in 2025 16:48

5M ago16:48

16:48

RV lots are the hidden gem of the land investing world—and this episode breaks down why now is the time to jump in. Jack and Aaron reveal how the post-COVID RV boom created sky-high demand for affordable, amenity-rich RV properties… and how savvy investors can profit. You'll hear the full story of a recent $7.5K flip, tips for using AI and automati…

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EP 45: Banks, Billionaires, and Life Insurance: What They’re Not Telling You (Part 1) 54:01

5M ago54:01

54:01

🔍 Join host Madhavi Jain on Think Outside the Stocks as she sits down with Matthew Paine, Managing Director at LifeCap and a 24-year veteran who's revolutionizing how we think about life insurance as an investment vehicle. This conversation challenges the widespread "buy term and invest the difference" philosophy, revealing why it could be sabotagi…

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117: The Untold Truth About Real Estate Investing in 2025 // Jack Bosch Show 36:03

6M ago36:03

36:03

💥 This real estate strategy could change your life — and it has nothing to do with banks. In this episode, Jack Bosch sits down with Chris Prefontaine to unpack creative financing tactics that work in any market. You'll learn how to buy homes with little to no money down, using seller financing, subject-to deals, and lease purchases — all without s…

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EP 44: Why EVERY Millionaire Has Trauma Around Money (Wealth Manager Exposes The Truth) 57:04

6M ago57:04

57:04

What if wealth management wasn’t just about numbers, but about transforming who you become? In this profound episode, host Madhavi Jain sits down with Tim “Jai” Baker, a wealth manager who has spent over four decades revolutionizing how we think about money, values, and life purpose. After losing his daughter in 2005, Tim’s journey to India led to …

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116: AI-Powered Land Deals: How to Flip Smarter and Faster in 2025 // Jack Bosch 17:50

6M ago17:50

17:50

What if you could evaluate a land deal in minutes instead of hours—and never even leave your home? In this episode, Jack Bosch breaks down how AI is transforming real estate, especially land flipping. You'll learn why we're in a once-in-a-generation window to build serious wealth, how AI tools like the new Land Profit IQ streamline due diligence, a…

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115: How AI is Transforming Real Estate Prospecting // The Jack Bosch Show 40:16

6M ago40:16

40:16

Forget old-school real estate hustle—today's top investors are building lead lists without ever leaving their desk. In this episode, Jack sits down with Matt Kamp from DealMachine.com to break down how AI is completely reshaping how investors find off-market deals. From AI-powered "driving for dollars" to virtual bird-dogging and automated skip tra…

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114: Best Real Estate Markets for Cold Calling in 2025 // Lead Mining Secrets 45:40

7M ago45:40

45:40

Tired of wasting time on cold leads or fumbling with dialers and skip tracing tools? This episode breaks down how real estate investors are getting 20–60 qualified leads delivered to their inbox—without doing it all themselves. Jack Bosch chats with Nicholas Nick of Lead Mining Pros about building a high-converting lead system, choosing between Ame…

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EP 43: Why No One Talks About Land Flipping – And How Jack Bosch Turned It Into a Forever Cash Model! 1:05:09

7M ago1:05:09

1:05:09

In this episode of Think Outside the Stocks, Madhavi Jain had a candid conversation withJack Bosch a real estate expert who transformed his humble beginnings as a German immigrant with two suitcases and an almost empty bank account into a multi-million-dollar land flipping empire. Jack, a #1 bestselling author and financial expert, shares how he fl…

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113: Real Estate Career Transformation // Mental Health & Growth Tips // Jack Bosch Show 52:44

7M ago52:44

52:44

Athena Brownson—former professional skier turned top-producing Colorado real estate agent— joins Jack to share how she built a thriving real estate business after a life-altering health diagnosis ended her ski career. They dive into how trauma and health challenges led her to pivot into real estate, the importance of authenticity in business, and h…

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112: Real Estate Loan Secrets: How to Get Approved Without a W-2 // Jack Bosch Show 34:10

8M ago34:10

34:10

In this episode, Jack Bosch sits down with Andrew Russell, founder of RCG Mortgage, to dig into what's really happening in the mortgage world right now. From cutting-edge tools like LoanSnap to how entrepreneurs can secure financing without a W-2, Andrew shares insights every real estate investor and business owner needs to hear. They talk trust, t…

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Speak to Sell: How Great Presentations Drive Business Results | Joel Weldon 41:53

8M ago41:53

41:53

Want to know the secret to increasing your value by 50 percent? Mastering the art of public speaking and communication. In this episode of How to Sell More, host Mark Drager and speaking skills coach & Hall of Fame professional speaker, Joel Weldon, discuss how your communication skills can make or break your sales. In Episode 109, you'll learn: ✅ …

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111: Debt Payoff Hacks & Hidden Cashflow Secrets // Jack Bosch Show 45:37

8M ago45:37

45:37

In this episode of The Jack Bosch Show, Chris Miles, the "Anti-Financial Advisor," shares why traditional financial advice fails so many people — and what to do instead. Chris breaks down how to free up hidden cash flow, eliminate debt strategically, and create financial freedom faster using methods like his "Cash Flow Index" and smart infinite ban…

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5 Core Beliefs That Drive Sales Success | Derek Roberts 42:27

9M ago42:27

42:27

If you want to sell more, you need to talk less and listen better. Customers don't want to deal with a pushy, aggressive salesperson–they want someone who listens to their needs and addresses their problems. In this episode of How to Sell More, host Mark Drager and guest Derek Roberts challenge the outdated stereotype of the aggressive salesperson.…

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110: Scaling to Financial Freedom with Land Deals // Jack Bosch 24:53

9M ago24:53

24:53

In this powerful episode, Jack breaks down the mindset and strategies that turn land deals into a multi-million dollar business. He walks you through the importance of time leverage, compounding results, and creating a clear 3–5 year vision for your life. You'll hear stories of students doing 5 deals a week and earning $2M+ annually—proof that the …

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Journey-First Selling and The Death of Product Pitches | Brent Keltner 32:40

9M ago32:40

32:40

Think you're in control of your sales process? Think again. "You can't force people to buy stuff they don't want to," says today's guest, Brent Keltner. And that simple statement shows who's really in charge. But it begs the question, if the customer is king, how do we guide the sales process while allowing them to remain in control? In episode 107…

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How to Win Complex RFPs and Procurement Processes | Alex McPhail 40:52

9M ago40:52

40:52

Want to know what it takes to win more bids, contracts, and RFPs? In this episode of How to Sell More, Mark Drager sits down with Alex McPhail, one of Canada's leading bid managers with over 35 years of experience in complex government procurements for defence, cyber, aerospace, and more. Alex breaks down the realities of winning massive government…