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Content Roundup - Week of November 17, 2025

Nov 20, 2025
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Hey there,

I know it's a little early, but we'll be out for part of next week - so wishing you a Happy Thanksgiving in advanced! Enjoy the turky and time with family - I know I will.

Alright, I'm excited to share a few new resources this week, here's what you'll learn: 

āœ… The AI Vending Machine making thousands per month

āœ… How to finance your next storage deal (even as a new investor)

āœ… Case Study: How to make big money on small town facilities

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[ AJO Podcast ] The Real Reason Most Americans Will Never Be Rich

 

 

This investor makes tens of thousands a month from his ā€œAI vending machineā€ 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 ā€˜Mr. Passive’—has been running his vending machine side hustle for over five years. But he’s made a serious business out of it, leveraging his Silicon Valley tech background to perfect the purchasing experience. 

A customer simply walks up to your machine, taps their card, grabs what they need, and leaves. You make a massive markup, and the customer gets what they want—fast. Want to know how to repeat it? Michael is sharing exactly how much he makes, how much a machine costs, the profit margins, and a step-by-step plan so you or even your kid can start a vending machine business.

CLICK HERE TO WATCH THE EPISODE

 


[ SSI Podcast ] How to Get ANY Self Storage Deal Funded (Even as a New Investor)

 

 

For many new investors, self storage financing is the most intimidating part of the process, but in this episode, Conner and George will share everything you need to know to get your first or next self storage facility fully funded.
 
The truth is that self storage is one of the least-defaulting asset classes today, and with one simple but crucial mindset shift, you’ll stop feeling like you’re ā€œasking for moneyā€ and start confidently presenting attractive opportunities to banks, partners, and investors. You’ll learn how to speak the lender’s language and the keys to getting approved for a self storage loan.
 
We’ll also walk you through a checklist of essential documents, tips for analyzing self storage deals, and resources that will connect you with the best lenders. Plus, we’ll show you how to use debt service coverage ratio (DSCR) as a powerful negotiation tool and how to craft a business plan that gives lenders the confidence to partner with you.

CLICK HERE TO WATCH THE EPISODE 

 


[ Article ] Case Study: Making $500K+ on a Small Town Self Storage Facility

 

 

Most people think you need a big city, big money, or years of experience to land a deal that changes your financial trajectory. Small town self storage keeps proving that isn’t true. Even in a market of only a few thousand residents, you can work a full-time job and still build six-figure wealth if you understand how these properties perform.

This article walks through how one investor in a town of about 3,200 people bought a neglected storage-and-laundromat combo, fixed basic operations, raised rents, added units, and created more than half a million dollars in equity. He didn’t start with much experience or capital - just one rental property and the willingness to pursue an opportunity when it appeared.

CLICK HERE TO READ THE ARTICLE 

 


Hope you enjoy the new content.

 

That's it for this week - until next time!

 

- AJ Osborne

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AJ Osborne Playbook

Welcome to the AJ Osborne Playbook! I'm AJ, and I provide insights into financial independence, entrepreneurship, business, and life. With over 20 years of experience and a portfolio that's transacted over $400M, I have found financial freedom. Now, I want to help others achieve the same.
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