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Content Roundup - Week of August 3rd, 2026

Aug 06, 2026
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Hey everyone,

I can't believe we're already into August. It feels like summer just got started, and before we know it, vacations will be winding down and routines will start picking up again. I hope you're finding some time to enjoy the season.

We've got a great mix of content for you this week, covering everything from major economic shifts to practical strategies you can put to work in your business today. Here's what you'll learn: 

 âś… What happens when the largest generation in history is gone

âś… Why every small storage operator should be using AI

âś… The Fed Has Lost Control: What Happens to Your Money Next

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[ AJO Podcast ] What Happens When All the Baby Boomers Are Gone?

The Baby Boomer generation isn't just retiring—they're disappearing. By 2040, we'll lose 68% of the largest generation in history, triggering seven economic crises that will reshape America. From a $5 trillion debt crisis to 21 million homes flooding the market, here's what's coming and how to prepare.

Most people talk about Boomers retiring and wealth transfer, but nobody's discussing the complete economic transformation happening as 73 million people exit the economy permanently. By 2030 alone, 10 million Boomers will pass away, taking with them irreplaceable institutional knowledge across every major industry.

This video breaks down the seven crises facing America: the great brain drain (28-45% of workers in key industries), $3.4 trillion spending void, the unequal $84 trillion wealth transfer, 4-8 trillion in business closures, the silver tsunami of 21 million homes, Social Security collapse by 2033, and $5 trillion in debt write-offs.

But here's the opportunity: 80% of Boomer-owned businesses will never successfully sell. They'll liquidate or simply close, creating massive gaps in local services and incredible acquisition opportunities for younger generations. I'm already buying 40% of my assets from retiring Boomers, and you can too

CLICK HERE TO WATCH THE EPISODE

 


[ SSI Podcast ] Every Small Self Storage Investor Should Use This NOW

Everyone keeps talking about AI. But how do you, a small self storage owner with one, two, or a handful of self storage investments, actually use it to grow your revenue, reduce your vacancy, keep customers for longer, and pick up a fraction of the phone calls? Today, we’re showing you how.

Alec Peeples from Storeganise is sharing the beginner-friendly AI “buckets” storage investors can use to easily (and surprisingly cheaply) automate their facilities and make more revenue with way less work. He’ll share the beginner framework that those brand new to AI can try, the “trends” you can discover that generate more income for your facility, and even the exact prompts he uses to find blind spots in storage businesses.

These are high-level, highly usable ways for small self storage owners to get the equivalent of a six-figure salaried C-suite employee for less than a couple dozen bucks per month. If you could access that today, why wouldn’t you?

CLICK HERE TO WATCH THE EPISODE 

 


[ Short ] The Fed Has Lost Control: What Happens to Your Money Next

There is a single economic term that is going to reshape the investing landscape over the next ten years, yet almost nobody understands it: *Fiscal Dominance*. 

For decades since leaving the gold standard, the Federal Reserve acted as the ultimate economic force—raising rates to tame inflation and cutting them to stimulate growth. But that model is mathematically breaking down. When federal debt explodes, monetary policy loses its independence, trapping the Fed in a zero-win scenario where standard economic tools no longer work.

In this video, I break down why Fiscal Dominance is a structural reality (not a cyclical forecast) and reveal the exact shift you must make to protect and grow your wealth over the next decade.

WATCH THE SHORT HERE

 


Hope you enjoy the new resources.

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

 

- AJ Osborne

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  Hey everyone, For years, we’ve had a problem in self storage that almost nobody talks about. We have a lot of industry data. We have quarterly earnings reports. Occupancy numbers. Street-rate reports. Cap-rate surveys. Construction forecasts. Transaction data. But there’s a catch: Most of the numbers we call “self storage industry data” have never actually measured the entire storage industry...
Content Roundup - Week of August 31st, 2026
  Hey everyone, We’re in the middle of some pretty massive shifts right now—from AI changing the way we work, to a changing self storage market, to economic forces reshaping how wealth is built and protected. And while change can create a lot of uncertainty, it also creates opportunity. This week’s resources are all about understanding what’s changing, spotting the opportunities most people are...
Content Roundup - Week of August 10th, 2026
Hey everyone, Welcome to the newsletter. This week, we’re looking at a few major shifts happening across wealth, business, and self storage - and more importantly, what they mean for investors. From a generational opportunity that could disappear within the next decade, to consolidation reshaping the storage industry, to the forces driving an unprecedented concentration of wealth, there’s a lot...

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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