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Content Roundup - Week of July 20th, 2026

Jul 23, 2026
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Hey everyone,

Happy Thursday. I'm just coming off the heels of a lot of travel - my most recent trip to Orange County was an absolute blast. Summer is flying by and I am trying to squeeze the most out of it, while also balancing a very busy time at our firm!

Alright, let's get to the resources for this week. Here's what you'll learn: 

 âś… Business stagnation, and how to fix it

âś… Cost segregation tax strategies that save $$ for storage owners

âś… Index funds, explained

-- -- --

[ AJO Podcast ] The Real Reason Your Business Isn’t Growing (And How to Fix It)

Find leads. Make them customers. Repeat.

Yet many businesses, if not most, get it all wrong. It’s not because they have a product problem, personnel problem, or even a lead problem. Most of the time, it’s a conversion problem. They crank up their ad spend and chase more traffic without patching the leaks in their funnel. The result? Shrinking margins.

The good news is that this is fixable.

AJ and George have scaled businesses across multiple industries, adding hundreds of thousands of dollars in revenue, simply by optimizing their marketing strategy.

We’re sharing real case studies of businesses we’ve been able to turn around in a matter of months. More importantly, we’ll show you how to replicate these results—not by overhauling your product or reinventing your business model—but by simply building a marketing “machine” that actually works.

Whether you’re buying your first business or scaling your tenth, these fundamental marketing principles are often the difference between a struggling business that’s scraping by and one that turns a massive profit year after year.

CLICK HERE TO WATCH THE EPISODE

 


[ SSI Podcast ] Cost Segregation: The 6-Figure Tax Strategy You Can’t Afford to Miss

Most self storage investors focus on things like increasing revenue, maximizing occupancy, and mastering operations.

But not enough of them play defense.

Depreciation is a powerful tool that can save your self storage business thousands—potentially even hundreds of thousands—in taxes, but few are harnessing its full power. Brian Liles and Brian Broussard from CSSI have done it for over 65,000 facilities to date.

With a cost segregation study, you could accelerate depreciation on your self storage facility’s components, creating a massive paper loss this tax year that puts more of your hard-earned dollars back in your pocket today.

For many self storage owners, one or two of these cost segregation studies can create enough cash flow to fund major upgrades or even buy the next self storage facility. Whether you’re acquiring an existing facility, building new construction, or looking to catch up on tax deductions, these are real, practical strategies you can put to work right away.

CLICK HERE TO WATCH THE EPISODE 

 


[ Short ] Index Funds Explained: The Easiest Way to Automate Your Wealth

Warren Buffett, the greatest investor who has ever lived, tells everyday people to simply buy index funds. Even though it’s completely different from what he does himself, he famously won a $1 million bet proving that a simple index fund would beat a basket of elite hedge funds over a ten-year horizon. He even instructed that 90% of his wife's future inheritance be placed directly into an S&P 500 index fund.

In this video, I break down exactly what index funds are, how they work, and the staggering math that proves why passive market mirroring beats active stock picking almost every single time.

WATCH THE SHORT HERE

 


Hope you enjoy the new resources.

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

 

- AJ Osborne

Content Roundup - Week of July 20th, 2026
  Hey everyone,Happy Thursday. I'm just coming off the heels of a lot of travel - my most recent trip to Orange County was an absolute blast. Summer is flying by and I am trying to squeeze the most out of it, while also balancing a very busy time at our firm! Alright, let's get to the resources for this week. Here's what you'll learn:   ✅ Business stagnation, and how to fix it ✅ Cost segregatio...
The Bond Market Is Telling Us Something. Are You Listening?
For the past few years, one idea has dominated almost every conversation I’ve had about commercial real estate debt: Just wait for rates to come down. I’ve heard it from investors, owners, brokers, and developers. The assumption has been that today’s higher borrowing costs are temporary and that, eventually, the Federal Reserve will cut rates enough for refinancing conditions to return to somet...
Content Roundup - Week of July 6th, 2026
  Hey everyone,Hope you had a fantastic long weekend celebrating the Fourth of July and America's 250th anniversary. The family and I headed up to one of my favorite vacation spots, Coeur D'Alene, and enjoyed some golf and the lake.  Alright, let's get to the resources for this week. Here's what you'll learn:   ✅ Buying cash-flowing small businesses in 2026 ✅ How AI is changing the way self sto...

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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