The Jack Bosch Show

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 tracing, this episode is packed with actionable insights for a...

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 American vs. foreign callers, and why even wealthy landowners ...

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 how she grew her career by being deeply relationship-driven....

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, tech, and transparency in lending—and bust a few myths along...

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 banking strategies. We cover real-world tips to get lean, stay...

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 land business works when you work it. Jack also shares a de...

Let’s talk land investing! In this episode, we’re breaking down what’s happening in the market right now and how you can use these insights to grow your business. We’ll cover smart strategies to find the best deals, negotiate like a pro, and avoid common pitfalls that trip up investors. Whether you’re just getting started or looking to scale up, you’ll walk away with real, actionable tips to help you close more deals and boost your...

In this special highlight episode, we bring you powerful insights from Mike "C-Roc" Ciorrocco and Ben Reinberg. Mike shares his no-excuses mindset for overcoming barriers and unlocking your full potential, while Ben delivers game-changing strategies for building generational wealth through hard assets.

Whether you’re looking for the motivation to chase your dreams or tactical steps to grow your financial...

Are you running a business that feels like a full-time job? In this episode, I sit down with Jason Duncan, America’s Exit Coach, to talk about how to exit your business without selling it. Jason shares his seven-step XOS (Exit Operating System) that helps entrepreneurs step away from daily operations, increase business valuation, and finally gain the freedom they started their business for in the first pla...

Did you know you can flip land like real estate—without fixing houses or dealing with tenants? In this episode, we break down the exact steps to buying land at huge discounts and selling it for massive profits—often without using your own money! You’ll learn how to choose the right markets, avoid common mistakes, and create long-term passive income through seller financing. Plus, hear how our 16-year-old d...

In this episode, Jack Bosch sits down with Trevor Mauch, founder of Carrot, to break down the six stages of business growth and how to avoid the dreaded three-year burnout cycle. Trevor reveals why energy management, not just delegation, is the key to success and shares his game-changing Energy Audit tool. Learn how to build a business that fuels your vision, not one that traps you. Plus, discover how Carr...

In this episode of The Jack Bosch Show, Jack sits down with seasoned commercial real estate investor Ben Reinberg to discuss wealth-building through hard assets. Ben shares insights from his new book, Hard Assets and Hard Money for Hard Times, diving into why investing in medical real estate, multifamily properties, and other hard assets is key to financial security. They explore strategies for young and s...

In this episode of The Jack Bosch Show, I sit down with Ray Glymph to uncover powerful strategies for buying a home—even if you don’t make a lot of money. We dive into creative financing methods like subject to deals, FHA first-time homebuyer programs, and government-backed grants that can help you secure a home with minimal upfront costs. Ray shares his inspiring journey from homelessness to homeownership...

In this episode of The Jack Bosch Show, we dive into the world of self-storage investing with expert Scott Myers. Scott shares his journey from single-family homes to self-storage and why he believes it's the best real estate asset class. We discuss the low-maintenance business model, high cash flow potential, and recession resilience of self-storage. Scott also breaks down how to find the best deals, key ...

In this episode of The Jack Bosch Show, we explore DSCR (Debt Service Coverage Ratio) Loans, a game-changing financing option for real estate investors. Our guest, Bridget Brick, breaks down how these loans work, who they’re best for, and why they’re a great alternative to conventional financing.

Listen in to learn how to leverage rental income to secure funding, scale your portfolio, and maximize cash flo...

We're celebrating the 100th episode of The Jack Bosch Show by diving into the top ten memorable moments from past episodes. You'll hear about creative financing strategies like wraps and seller financing, the nuances of land flipping versus development, and actionable tips for improving sales confidence and closing deals. The episode also shares personal stories and insights on market trends, land banking,...

In this episode of The Jack Bosch Show, we chat with Craig Cecilio, a serial entrepreneur who’s raised over $1 billion in capital and built a platform to empower everyday investors. Craig opens up about his journey from a working-class upbringing to becoming a leader in real estate and capital raising. Learn actionable strategies for funding deals, navigating challenges, and developing a winning mindset. C...

In this episode of The Jack Bosch Show, Bronson Hill, best-selling author of Fire Yourself, shares how he transitioned from a lucrative medical sales career to owning over 2,700 multifamily units and achieving financial freedom. Discover how passive income, cash flow, and smart investing can replace your 9-to-5. Learn actionable strategies to "fire yourself," the role of mindset in wealth-building, and tip...

This episode of The Jack Bosch Show is packed with actionable insights on maximizing land value and building lasting wealth through creative real estate strategies. 🏡 Learn how rezoning and entitlements can turn underutilized land into high-value assets. Get expert advice on working with municipalities, developing multiple exit strategies, and balancing short-term gains with long-term investment goals. 📈