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Content Roundup - Week of March 31, 2025

Apr 03, 2025
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Hey there,

Spring has started to...well...spring? Sprung? Either way, we are gearing up for the busy season while also appreciating a much needed change in the weather. Sure, we might get snow one day then 80 degrees the next. But that's the beauty of the seasons. 

Anyway - I'm excited to share some new resources with you. In this week's roundup, you'll learn:

âś… How the Ultra-Rich Dodge Taxes While You Pay More

âś… The Blueprint to Running a Profitable Self Storage Business

âś… How to Underwrite Self Storage Deals

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[ AJO Podcast ] The Billionaire Problem: How the Ultra-Rich Dodge Taxes While You Pay More

 

 

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?

I will explain, in depth, how the rich avoid paying taxes, the consequences of a “billionaire tax,” how much it would benefit the United States, and the EXACT strategies billionaires use to avoid taxes that you can copy.

CLICK HERE TO WATCH THE EPISODE 

 


[ SSI Podcast ] The Blueprint to Running a Profitable Self Storage Business in 2025

 

 

Where you invest will make or break your self storage business. Seriously! You can be the smartest operator in your area, but if it has too much supply, your hands are tied. But not to worry—today’s guest will tell you everything you need to know when analyzing a self storage market!

In this episode, storage investor Brady McDonald shares his journey into self storage investing, the major changes he’s noticing throughout the self storage industry, and the steps he takes when analyzing a market for development opportunities. Stay tuned if you want to know where rental rates are headed and where class A storage could take off in 2025!

CLICK HERE TO WATCH THE EPISODE 

 


[ Article ] Self Storage Underwriting 101: A Practical Guide for Smarter Investing

 

 

This guide will explain the fundamentals of valuing a self storage facility, including the differences between intrinsic value (income-based valuation) and extrinsic value (market-driven pricing).

We’ll also explore how shifts in cap rates and financing conditions impact property valuations and provide real-world strategies to avoid overpaying in today’s market.

CLICK HERE TO READ THE ARTICLE 

 


 

Hope you enjoy the new videos and articles.

 

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

 

- AJ Osborne

 

Content Roundup - Week of February 9th, 2026
  Hey there, Hope your week is going well, and wishing you a happy Valentine's day this weekend. We aren't the biggest celebrators over here, but who doesn't love an excuse to eat candy and chocolate (my personal favorites are sour and gummy candies). Anyway, let's get to the resources for this week. Here's what you'll learn:  ✅ How baby boomers leaving the workforce will trigger both crisis an...
Content Roundup - Week of February 2nd, 2026
  Hey there, It's been a great start to the year, and January was a particulairly busy month for us. I'm looking forward to having some much-needed vacation time with my family this month. Let me know if you have any fun plans for the upcoming winter break - hit "reply" to this email! Alright, let's get to the resources for this week. Here's what you'll learn:  ✅ Why Americans "feel" broke (eve...
Content Roundup - Week of January 19th, 2025
  Hey there, Something big has happened in storage recently - data that used to be completely off limits is now being made public. I am SUPER excited about this update, because it means really big things for regular operators. The data that used to belong solely to REITs is now available to the rest of us. Be sure to check out the video which is linked below. Some other things you'll learn in t...

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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