AJ Osborne Podcast - podcast cover

AJ Osborne Podcast

AJ Osbornewww.ajosborne.com
Welcome to the AJ Osborne Podcast. Twice a month, I’ll sit down with guests or fly solo to share incredible stories, give my take on today’s economy, and show you how to build wealth the right way. We bring high-value guests - solely for the purpose of long-form, high-impact discussions. By working together, we can build a better future for ourselves and our families. Find our video podcast on YouTube: https://www.youtube.com/playlist?list=PLoaCszL7eN9T7EixaJgL49WTLsT-CWLD1
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Episodes

26. I Built My Business to “Fail,” Now It’s Worth Hundreds of Millions

Sign Up for My Newsletter Here: https://ajosborne.com/newsletter Markets are volatile. Whispers of a recession are getting louder. Some industries—like commercial real estate—are already in recession. This has been one of the most difficult market cycles for business owners and self storage investors to navigate. Want to know how to start a business that thrives in any economic environment? I break it down in today’s episode! We’re coming off arguably the greatest bull market in history. The pro...

Jul 10, 202534 min

25. How to Start an AI Vending Machine Business That Makes Thousands Per Month w/Michael Hoffmann

This investor makes tens of thousands a month from his “AI vending machine” business. A business so simple a teenager could run it—and make more than most Americans do at their day job. We’re not talking about those old vending machines in the back of bowling alleys selling Cokes for $1.50. We’re talking about an AI vending machine business plan that generates $1,200 to $2,000 per month per machine. Michael Hoffmann—better known as ‘Mr. Passive’—has been running his vending machine side hustle f...

Jun 26, 202531 min

24. Parenting in a Petri Dish: Raising Independent Kids When the System Falls Short w/My Wife Tessa Osborne

The parenting playbook is changing. Raising independent children has only gotten harder as family units drift apart, grandparents remain out of the picture, schools fail to teach financial literacy for kids, and overprotective helicopter parenting becomes the new norm. But just because society is heading in one direction, doesn’t mean your family has to as well. We’re proof of that, with four independent, high-achieving children raised by us, not society. Who is “we”? Today, I brought my better ...

Jun 05, 20251 hr 2 min

23. Dan Martell: The “Clear” Vision That Creates Successful Companies

Dan Martell learned how to program at age 17 while in rehab. He traded one addiction for another—starting scalable, successful, profitable software companies. You might know him from his book Buy Back Your Time, where Dan shares the secret to building a business empire that frees you from the chains most solopreneurs and small business owners struggle to break. Today, he’s giving a masterclass on how to do just that. After scaling multiple top-tier teams, Dan has identified the “cancer” behind a...

May 15, 202552 min

22. The Success “Recipe” Top 1% Families Teach Their Kids w/Scott Donnell

The wealthiest, happiest families in the world use a success “recipe” to raise their children. This leads to happier, healthier, more successful families, while most average Americans struggle to figure out how to teach kids about money. You may be used to fights and tantrums, children refusing to do their chores, and feeling forced to bribe them with allowances, more toys, or screen time. This is the opposite of what America’s wealthiest families do—and today, we’re uncovering their exact succe...

May 01, 202548 min

21. How I Built My $400,000,000 Business from a Wheelchair

I grew a $400 million business from scratch, in a wheelchair, and starting around the Great Recession. Almost everything was against me from the beginning. People told me my business would fail and my assets were worthless; banks laughed us out the door when we asked for funding. Then, suddenly, one day, my business needed to run on its own when I became paralyzed, unable to move, talk, or do anything but blink. So, how did I do it? Today, I’m breaking down my $400 million company, how we make m...

Apr 24, 202544 min

20. Trauma & Money: Choosing Growth Over Giving Up

Today, we’re talking about the “T-word”… trauma. Before you click away, this is not a downer episode. If you’ve been through trauma, big or small, you know how hard it is to bounce back. For me, without trauma, I wouldn’t have this podcast, my businesses, my wealth, my financial freedom, or much of the gratitude for life I take with me every single day. The worst months of my life used to define me. Now, they’re much of the reason I’ve succeeded. Eight years ago, out of nowhere, I became paralyz...

Apr 17, 202540 min

19. The Billionaire Problem: Why the Rich Thrive While Americans Barely Survive

The billionaire problem: ultra-wealthy business owners and investors aren’t paying into the tax system. The Warren Buffetts of the world are getting wealthier while average Americans struggle to buy necessities like groceries. So, how do the ultra-rich avoid paying taxes? Would a “billionaire tax” work and finally force the ultra-wealthy to fork over their fair share, or will they merely use their legal loopholes to dodge taxes and make the middle class foot the bill? “Tax the rich” is, by most ...

Apr 03, 202530 min

18. Fractional General Counsel: How Small Businesses Can Fight Like the Big Guys w/Jeff Holman

What is “fractional general counsel,” and why was not having it one of the biggest business mistakes I ever made? Whether you’re a startup, a self storage operator, or a growing small business, you rarely think about “legal.” You know that big companies will happily pay hundreds of thousands, if not millions, of dollars a year to protect their products and services, but you dismiss it because you’re not “big enough” for that yet. This is a massive mistake, and it potentially cost me hundreds of ...

Mar 20, 202540 min

17. 2025 Worst Case Scenario: The Downfall of the United States

2025 could mark the beginning of the downfall of the United States—and this isn't just clickbait or a catchy intro. The impending economic crisis facing the US economy isn't straightforward; it involves complex factors that could escalate rapidly into a full-blown economic crash with long-lasting implications for you, your money, your business, and the entirety of the United States. This isn’t just about Trump or tariffs. Both political sides will suffer, and both are to blame. In this episode, ...

Mar 10, 202544 min

16. 3 Money “Truths” the Rich Know (But the Poor Don’t)

What if everything you thought about money and making money was wrong? For centuries, most people have been fed a series of money lies, preventing them from building wealth or escaping poverty. When recessions and economic depressions happen, those believing these lies get wiped out, forcing them to restart while the rich take advantage. To break free from this, I’m sharing three crucial money “truths” the rich know but the poor don’t. Once I describe these truths, I will show you exactly how to...

Mar 06, 202526 min

15. 4 Stages to Building a Billion-Dollar Business

How do you build a billion-dollar company? Knowing the “four stages” of business growth will help you not only get to your first million or hundred million but also a billion-dollar business valuation. Maybe you don’t want to build a massive, billion-dollar business. That’s fine! You can use the initial stages to build multimillion-dollar wealth, just like I did. I’m currently on track to reach billion-dollar status with my companies, starting from nothing, now at $400 million, and within a few ...

Feb 20, 202534 min

14. America’s Unfixable Economy: Are We Headed for Another Great Depression? w/Economist Lauren Saidel-Baker

The next great depression is coming faster than many of us realize, but this time, it won’t be because of the stock market, the real estate market, bad banking practices, or anything we’ve seen before. Instead, the government will be the one to drive us into a depression, and only those who are watching the economic signs will see it coming. If you’re reading this right now, you’re one of the lucky ones, and we’ll explain why. Lauren Saidel-Baker, economist at ITR Economics, has been growing con...

Jan 30, 202541 min

13. The Small Business Blueprint: How to Start WITHOUT a Ton of Money w/Brian Hamilton

Most people have the wrong idea about entrepreneurship and how to grow a small business. The average Shark Tank viewer thinks you need the next innovative idea and a boatload of venture capital to become a successful small business owner, but that couldn’t be further from the truth. Looking to start your own business in 2025? You won’t want to miss this episode! Today, we’re chatting with Brian Hamilton, a lifelong entrepreneur and philanthropist who has founded, grown, and sold several multimil...

Jan 23, 202556 min

12. How to Build Wealth from Nothing in 2025 (The 3 Wealth Stages)

This is precisely how to build wealth in 2025. Most people (mistakenly) believe that they just need to work “hard” enough to become wealthy—this isn’t the truth. In fact, this will prolong your journey to financial freedom and millionaire status. After going from digging ditches for extra money to becoming the leader of multiple seven-, eight-, and nine-figure businesses, I’ve learned that there’s a simple framework to building wealth. Today, I’m sharing this three-stage wealth-creating framewor...

Jan 09, 202544 min

11. “Don't Believe Them!” Trump’s Top Economist on the Fed, Interest Rates, & DOGE w/Andrew Busch

Are interest rates really going to fall in 2025? Could DOGE (Department of Government Efficiency) actually clean up the federal government? Will tariffs cause more harm to the US than we think? One of the most qualified people to address these issues is former US Chief Market Intelligence Officer Andrew Busch. And he’s got a lot to share about the future in today’s episode. Andrew worked under the Trump administration from 2017 to 2019. He’s also been an economic advisor during the McCain US Pre...

Dec 26, 202449 min

10. Why “Smart Money” is Hoarding Cash and Preparing for 2025 w/M.C. Laubscher

How does “smart money” always seem to be ahead of the curve? The world’s most prominent investors, like Warren Buffett, are slowly selling off their assets and moving their positions into cash. Do they know something that we don’t? What are they preparing for in 2025? And is this next economic cycle going to help or hurt average investors? Instead of speculating, M.C. Laubscher, alternative wealth strategist and founder of Cashflow Ninja, will teach you how to think like the wealthy. M.C. has no...

Dec 12, 202451 min

10. Want Health & Wealth? What 9-Figure Serial Entrepreneurs Say You MUST Do w/Mike & Bo

Do you have the makeup of a serial entrepreneur or successful real estate investor? If you’re looking to time the market and make a quick buck, probably not. But if you’re willing to sacrifice, help others, and play the long game, you might just have what it takes, in which case this episode is for you! Mike and Bo are business partners who have bought over 200 commercial real estate properties and built more than a few dozen businesses from the ground up. Today, I’m talking to them about real e...

Nov 21, 202458 min

9. Election Aftermath: What Investors Need to Know About the Red Wave's Impact

In today’s episode, I’m breaking down the massive red wave from last night’s election and what it means for investors, business owners, and anyone paying attention to the economy. We’ve got one party in control of the House, Senate, and White House, and this shift is going to impact everything from inflation and interest rates to government spending and market growth. I’ll explain why the Democrats’ campaign didn’t resonate with voters, what policies we might see from the new administration, and...

Nov 08, 202455 min

8. I’m Finally Sharing My Political Views – The Impact of U.S. Policy on Your Wealth and Investments

In this episode, I’m opening up about my political views for the first time and discussing how U.S. policies shape wealth building, personal finance, and investment strategy. I’ll cover everything from the effects of inflation on generational wealth to the economic divides between states like California and Texas. My goal is to give you a clear look at the economic realities that impact anyone focused on growing wealth, whether you’re an investor, entrepreneur, or just trying to make informed fi...

Oct 31, 20241 hr

7. How I Acquired a Failing Business and Tripled Sales in Weeks

Disclaimer: This video contains discussions about hunting and the hunting industry, we understand this may not be suitable for all viewers. In this episode, I dive into how I acquired a struggling business in the hunting industry and managed to triple its sales within weeks. With decades of entrepreneurial experience, I share why I believed this acquisition was a great opportunity, despite the company’s mismanagement and debt issues. We discuss: Identifying business potential beyond the numbers....

Oct 24, 202428 min

6. The Data-Driven Decisions That Will Make You Wealthier w/Sharad Mehta

Real estate investors and entrepreneurs: if you pay attention to what today’s guest explains, your wealth, revenue, and successful decision-making will explode. This is something I’ve personally found evidence of while running multiple businesses, and even though it seems simple, it can have profound effects on everything you do. If you get this right, your business will reach new heights, and you’ll have a crystal clear vision of what to do next. Today, I’m talking to Sharad Mehta, the founder ...

Oct 10, 202441 min

5. The Twitter “War” on Investors and Why Most Americans Shouldn’t Invest

For years, I thought every American should be investing. After all, it’s the American dream to work hard, build wealth, own property, and lead your family to financial prosperity. But I’ve changed my tune after recent events, probably for good. I no longer think most Americans can handle the pressure of owning businesses, real estate, or an extensive investment portfolio. So, my question to you is, can you handle what it takes to build something great? Over the last few weeks, I’ve seen a “war” ...

Sep 26, 202445 min

4. 80-Hour Workweeks to Ultimate Passive Income and Time Freedom

After another 80-hour workweek and realizing his kids’ lives were passing him by, Spencer Hilligoss knew he needed to start making passive income. The problem? His time was chained to his tech job’s high pay and long hours. Spencer loved what he did, but the job took away more than he was comfortable with. He hadn’t seen his young son in weeks, and it was eating away at him. He made a plan that wouldn’t be easy to accomplish: build an $8,000/month passive income stream. He gave himself over a de...

Sep 12, 202452 min

3. Is the Dollar Going Away? Whether BRICs Have a Shot at Dethroning the Dollar with Emmanuel Daniel

Will the US dollar be replaced? Could we be on the cusp of de-dollarization as more and more countries search for reserve currency alternatives? Is America’s spot as the number one economy in the world up for grabs? Emmanuel Daniel, entrepreneur, advisor, founder of The Asian Banker, and author of The Great Transition, is on the show to discuss the future of the US economy and the global currency battle. The US has been the reigning economic world superpower for much of our lives. But slowly, ot...

Aug 22, 202452 min

2. Losing His Leg and Rebuilding His Identity After Surprise Attack in the Middle East w/Green Beret Nick Lavery

Nick Lavery, Green Beret and Army Special Forces member, has been shot, blown up, and beaten down. After an insider attack in Afghanistan left him without a leg, Nick wasn’t supposed to return to the Army. He’s had over thirty surgeries, lived with excruciating pain, and had his physical power taken from him. But now, he’s back, and he’s had to adapt, swearing to make those who took from him “regret not killing me.” You’re going through a challenge in your life, too, just like Nick. Business pro...

Aug 08, 202454 min

1. The Biggest Opportunity Since the 2008 Crash is Coming…Are You Ready?

We’re on the cusp of the biggest investment opportunity since the 2008 crash. Investors are fleeing from real estate, scared of its apparent risk, but in a couple of years, they’ll be the same investors wishing they had bought NOW. And this isn’t just theory. We’ve been buying deals at MASSIVE discounts that could make us unprecedented returns over the next few years. The question is, will you take advantage of this opportunity, or will you stay on the sidelines and wish you had made moves? Welc...

Jul 25, 202446 min

33. Steve Trang: Why Real Estate is NOT the ONLY PATH to Financial Freedom

Real estate is a touchy subject: tenants and landlords don't like each other. Tenants believe they are subservient to them, and landlords believe they SHOULD be. Or are the perceptions of each side drastically different than the reality? In addition, why is our school system so flawed, that most people aren't taught about the best way to make a living? Not everyone is made for the 9-5 lifestyle. And this is a narrative Steve Trang is passionate about changing it. What if you don't want to be a l...

Apr 05, 202434 min

32. Cybersecurity expert on role of AI in modern business w/ Darren Gallop

Cybersecurity is highly technical. You and I probably would not be able to understand a lot of the terms or systems or coding behind it. But revolutionary improvements come from the practical application of technology. So, how do we leverage the tech available to us in our own personal and professional lives? Is it truly the next step for modern businesses? In this episode, we bring on Darren Gallop, CEO & co-founder of Carbide, a company specializing in Information Security. His insight int...

Mar 21, 202448 min

31. What's happening to AirBNBs? - Short-Term Rentals w/ Avery Carl

Avery and her husband had a great idea one day to purchase a home and to rent it out, in hopes that one day, they will be able to help fund their kids' education with the income. They didn't even know this was known as "Real Estate Investing." At the time, there was no such thing as podcasts or courses to talk about this. This idea then morphed into AirBNBs and short-term rentals, and she has been doing it for over a decade. But this asset class has changed dramatically over that time. States ar...

Mar 07, 202433 min
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