Brian Will was a high school dropout who went on to build companies worth half a billion dollars. He also lost everything once — and that failure taught him more than any of the wins ever did.

In this episode, Jack sits down with the two-time Wall Street Journal bestselling author and serial entrepreneur to break down what actually makes a business survive: never letting one customer own you, keeping your ego in check, knowing your numbers cold, and being "ambitiously lazy" enough to turn problems into profit. They also get real about the multifamily reckoning and why now might be the time to buy.

Grab Brian's books at brianwillmedia.com and check out his new AI venture at livingforeverai.com.

Timestamps:

1. 00:00 — Meet Brian Will: Half a Billion Built, Everything Lost Once

2. 02:44 — The 80% Mistake & Lifestyle Creep

3. 07:26 — "Ambitiously Lazy" & Your Personal Filter

4. 25:47 — The Multifamily Reckoning

5. 38:39 — The 5 Keys to Success + Living Forever AI

Most investors have no clue this list even exists. When a tax-delinquent property fails to sell at the deed auction, the county doesn't toss it aside — it ends up on an "over-the-counter" or "struck-off" list, and you can scoop it up at the minimum bid with zero competition.

In this episode, Jack pulls back the curtain on the niche strategy he and Michelle stumbled onto 23 years ago, breaks down the difference between tax lien and tax deed states, and walks through how to spot the gems vs. the landlocked junk before you ever cut a check.

If you want to learn this strategy (+11 more) check out Land Biz School

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ABOUT JACK:

From two suitcases, a nearly empty bank account, and a big dream to a multi-million-dollar land business, Jack Bosch is a true American success story. Originally from Germany, Jack moved to the U.S. to attend college and met his wife, Michelle. Now, they are successful real estate investors who have flipped thousands of land parcels and have built a successful multi-family rental portfolio (which has grown into nine figures). From their experience, they've created the "Forever Cash" model, which has helped many people become millionaires through their free and paid educational programs.

Jack has been a guest on many popular shows, including BiggerPockets with Dave Meyer, Wholesale Hotline with Brent Daniels, Jamil Damji, and Pace Morby, Real Estate Disruptors with Steve Trang, Real Estate Investing Mastery with Joe McCall, Crushing Debt with Shawn Yesner, The1000houses.com with Mitch Stephen, and many more.

His expertise covers all aspects of finance and real estate, including land flipping, seller financing, and multi-family investing.

Jack is a financial expert, a #1 bestselling author, host of the Forever Cash Life (Real Estate Investing) Podcast, and an influencer with over 300k followers on social media.

What if a single 800-square-foot apartment could pay for a 45-acre farm? That's exactly what Kirby Atwell is doing — and he's done it 43 times.

In this episode, the West Point grad and Army veteran breaks down how he ditched the burnout of flipping 70 houses to build a small multi-unit short-term rental empire that nets him 1% of the purchase price every single month. We get into market selection, the Filipino virtual team running it all behind the scenes, and the backup plan that protects every deal.

Want Kirby's full playbook? Head over to livingoffrentals.com/start for his free web class.

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ABOUT JACK:

From two suitcases, a nearly empty bank account, and a big dream to a multi-million-dollar land business, Jack Bosch is a true American success story. Originally from Germany, Jack moved to the U.S. to attend college and met his wife, Michelle. Now, they are successful real estate investors who have flipped thousands of land parcels and have built a successful multi-family rental portfolio (which has grown into nine figures). From their experience, they've created the "Forever Cash" model, which has helped many people become millionaires through their free and paid educational programs.

Jack has been a guest on many popular shows, including BiggerPockets with Dave Meyer, Wholesale Hotline with Brent Daniels, Jamil Damji, and Pace Morby, Real Estate Disruptors with Steve Trang, Real Estate Investing Mastery with Joe McCall, Crushing Debt with Shawn Yesner, The1000houses.com with Mitch Stephen, and many more.

His expertise covers all aspects of finance and real estate, including land flipping, seller financing, and multi-family investing.

Jack is a financial expert, a #1 bestselling author, host of the Forever Cash Life (Real Estate Investing) Podcast, and an influencer with over 300k followers on social media.

The CEO of Google just said we're in the middle of the biggest industrial revolution humanity has ever seen — and the next 5 years will bring more change than the last 500.

Heck yes, that got your attention? Good.

In this episode, recorded live at the Ultimate Boardroom Mastermind, Jack breaks down how AI is rewriting the rules of business and real estate — robots in your home for $500/month, self-learning software that builds apps in 40 minutes, and why land investors are in the perfect spot to cash in on this shift. You've got a 4–6 year window.

Join our Ultimate Boardroom Mastermind here.

Check out Investment Dominator CRM here.

📲💵 Here's How You Can Get More Involved

🌅➡️Want To Learn About Land Investing?!

📲 Follow Me On Social Media!

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ABOUT JACK:

From two suitcases, a nearly empty bank account, and a big dream to a multi-million-dollar land business, Jack Bosch is a true American success story. Originally from Germany, Jack moved to the U.S. to attend college and met his wife, Michelle. Now, they are successful real estate investors who have flipped thousands of land parcels and have built a successful multi-family rental portfolio (which has grown into nine figures). From their experience, they've created the "Forever Cash" model, which has helped many people become millionaires through their free and paid educational programs.

Jack has been a guest on many popular shows, including BiggerPockets with Dave Meyer, Wholesale Hotline with Brent Daniels, Jamil Damji, and Pace Morby, Real Estate Disruptors with Steve Trang, Real Estate Investing Mastery with Joe McCall, Crushing Debt with Shawn Yesner, The1000houses.com with Mitch Stephen, and many more.

His expertise covers all aspects of finance and real estate, including land flipping, seller financing, and multi-family investing.

Jack is a financial expert, a #1 bestselling author, host of the Forever Cash Life (Real Estate Investing) Podcast, and an influencer with over 300k followers on social media.

What if you could spend $100 on a piece of land — never visit it, never fix it up — and walk away with $7,000? That's not a pitch. That's something I've actually done.

In this episode, I'm breaking down the excess proceeds strategy from scratch — what it is, how tax deed auctions work, and exactly how you become the person who collects the overage when a property sells at auction for more than the back taxes owed. From a real San Diego case study showing a $435,000 excess payout, to sending fewer than 300 letters to land a deal, this is a low-cost, high-upside strategy anyone can start with.

Download my Free Excess Proceeds Blueprint here.

📲💵 Here's How You Can Get More Involved

🌅➡️Want To Learn About Land Investing?!

📲 Follow Me On Social Media!

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ABOUT JACK:

From two suitcases, a nearly empty bank account, and a big dream to a multi-million-dollar land business, Jack Bosch is a true American success story. Originally from Germany, Jack moved to the U.S. to attend college and met his wife, Michelle. Now, they are successful real estate investors who have flipped thousands of land parcels and have built a successful multi-family rental portfolio (which has grown into nine figures). From their experience, they've created the "Forever Cash" model, which has helped many people become millionaires through their free and paid educational programs.

Jack has been a guest on many popular shows, including BiggerPockets with Dave Meyer, Wholesale Hotline with Brent Daniels, Jamil Damji, and Pace Morby, Real Estate Disruptors with Steve Trang, Real Estate Investing Mastery with Joe McCall, Crushing Debt with Shawn Yesner, The1000houses.com with Mitch Stephen, and many more.

His expertise covers all aspects of finance and real estate, including land flipping, seller financing, and multi-family investing.

Jack is a financial expert, a #1 bestselling author, host of the Forever Cash Life (Real Estate Investing) Podcast, and an influencer with over 300k followers on social media.

Most people follow the same plan: go to school, get a job, grind for 40 years, retire broke. Dustin Heiner followed that plan too — until he got laid off from his government job two weeks after his fourth kid was born. That moment changed everything.

Today, Dustin owns 30+ single-family homes and nearly 1,000 apartment units, and he hasn't worked a traditional job since. He calls himself "successfully unemployed" — and in this episode, he breaks down exactly how he got there.

We get into why cash flow is king (and why appreciation is a gamble), how to invest out of state without ever setting foot in the property, why you should build the business BEFORE you buy the deal, and how Dustin manages an entire portfolio in just 30 minutes a month.

If you're ready to stop trading time for money, this one's for you.

🎁 Free course from Dustin: masterpassiveincome.com/freecourse

📱 Or text RENTAL to 33777

📲💵 Here's How You Can Get More Involved

🌅➡️Want To Learn About Land Investing?!

📲 Follow Me On Social Media!

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TIK TOK

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ABOUT JACK:

From two suitcases, a nearly empty bank account, and a big dream to a multi-million-dollar land business, Jack Bosch is a true American success story. Originally from Germany, Jack moved to the U.S. to attend college and met his wife, Michelle. Now, they are successful real estate investors who have flipped thousands of land parcels and have built a successful multi-family rental portfolio (which has grown into nine figures). From their experience, they've created the "Forever Cash" model, which has helped many people become millionaires through their free and paid educational programs.

Jack has been a guest on many popular shows, including BiggerPockets with Dave Meyer, Wholesale Hotline with Brent Daniels, Jamil Damji, and Pace Morby, Real Estate Disruptors with Steve Trang, Real Estate Investing Mastery with Joe McCall, Crushing Debt with Shawn Yesner, The1000houses.com with Mitch Stephen, and many more.

His expertise covers all aspects of finance and real estate, including land flipping, seller financing, and multi-family investing.

Jack is a financial expert, a #1 bestselling author, host of the Forever Cash Life (Real Estate Investing) Podcast, and an influencer with over 300k followers on social media.

Most real estate investors hit a ceiling — and they don't even know it. Lane Kawaoka scaled to 10,000 apartment units and over $1 billion in deals, and he's been completely transparent about what worked, what blew up, and what he's doing differently now.

In this episode, Lane breaks down his "Wealth Elevator" framework — the actual stages wealthy people climb through, from collecting rentals to syndicating commercial deals to investing alongside nine-figure family offices. He shares why the 2022 rate hike stopped him cold, why he's now buying businesses instead of chasing risky multifamily deals, and what average retail investors get dead wrong when evaluating syndications.

This one is packed. No fluff.

📚 Grab Lane's book The Wealth Elevator on Amazon

📲💵 Here's How You Can Get More Involved

🌅➡️Want To Learn About Land Investing?!

📲 Follow Me On Social Media!

INSTAGRAM

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TIK TOK

LINKEDIN

ABOUT JACK:

From two suitcases, a nearly empty bank account, and a big dream to a multi-million-dollar land business, Jack Bosch is a true American success story. Originally from Germany, Jack moved to the U.S. to attend college and met his wife, Michelle. Now, they are successful real estate investors who have flipped thousands of land parcels and have built a successful multi-family rental portfolio (which has grown into nine figures). From their experience, they've created the "Forever Cash" model, which has helped many people become millionaires through their free and paid educational programs.

Jack has been a guest on many popular shows, including BiggerPockets with Dave Meyer, Wholesale Hotline with Brent Daniels, Jamil Damji, and Pace Morby, Real Estate Disruptors with Steve Trang, Real Estate Investing Mastery with Joe McCall, Crushing Debt with Shawn Yesner, The1000houses.com with Mitch Stephen, and many more.

His expertise covers all aspects of finance and real estate, including land flipping, seller financing, and multi-family investing.

Jack is a financial expert, a #1 bestselling author, host of the Forever Cash Life (Real Estate Investing) Podcast, and an influencer with over 300k followers on social media.

SEO is dead — or so they keep saying. They've been saying it for 20 years. It's not dead. It's evolving, and if you don't adapt, you'll get left behind.

Trevor Mauch, CEO of Carrot.com, is back on the show — and this time we're going deep on how AI is changing the way motivated sellers and buyers find you online. Google searches have nearly doubled in the past year. ChatGPT is sending real leads to websites right now. And the good news? A lot of what already works in SEO still works in AI search. Trevor breaks down exactly what you need to change — from entity-based content and FAQ sections to Chamber of Commerce backlinks and building your own AI-powered content engine that sounds like you.

Connect with Trevor here.

📲💵 Here's How You Can Get More Involved

🌅➡️Want To Learn About Land Investing?!

📲 Follow Me On Social Media!

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TIK TOK

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ABOUT JACK:

From two suitcases, a nearly empty bank account, and a big dream to a multi-million-dollar land business, Jack Bosch is a true American success story. Originally from Germany, Jack moved to the U.S. to attend college and met his wife, Michelle. Now, they are successful real estate investors who have flipped thousands of land parcels and have built a successful multi-family rental portfolio (which has grown into nine figures). From their experience, they've created the "Forever Cash" model, which has helped many people become millionaires through their free and paid educational programs.

Jack has been a guest on many popular shows, including BiggerPockets with Dave Meyer, Wholesale Hotline with Brent Daniels, Jamil Damji, and Pace Morby, Real Estate Disruptors with Steve Trang, Real Estate Investing Mastery with Joe McCall, Crushing Debt with Shawn Yesner, The1000houses.com with Mitch Stephen, and many more.

His expertise covers all aspects of finance and real estate, including land flipping, seller financing, and multi-family investing.

Jack is a financial expert, a #1 bestselling author, host of the Forever Cash Life (Real Estate Investing) Podcast, and an influencer with over 300k followers on social media.