
AJ Osborne Podcast
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
Latest episodes

Sep 24, 2019 • 1h 15min
Brandon Turner (from Bigger Pockets) Talks Wealth and His Favorite Investments!
Brandon Tuner (Yes, THE Brandon Turner) from Bigger Pockets joins the podcast to chat with AJ about his real estate projects.
If you're interested in learning more about Self-Storage investing, please check out our blog: selfstorageincome.com
While in college for history, Brandon rented out some rooms in his apartment to make some extra money and that's how he got started. Instead of going to law school, he ended up buying a house, flipped it, and made $20,000. He knew real estate was for him after that.
As of today, Brandon has about 100 properties, although he's currently looking to buy hundreds of more mobile homes in mobile home parks.
Wanting to find a work environment and partners that felt like his regular laid-back life led Brandon to dream big and make plans to get there.
Rate increases! Listen to how small rate increases every year actually make tenants happier than going years without increases.
"Limitations are contagious" AJ and Brandon discuss thermostats and how to surround yourself with winners who help you jump higher.
Book Recommendations from Brandon Turner:
Starting Out: Compound Effect, by Darren Hardy
Business: Rich Dad's Cashflow Quadrant, by Robert Kiyosaki
Real Estate Investing: The Unofficial Guide to Real Estate Investing, by Spencer Strauss and Martin Stone
Topics of discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Sep 20, 2019 • 12min
15 Minute Friday: Diversification Through Scale
On this edition of 15 Minute Friday AJ discusses why his company has invested in many different assets and why he's diversified his investments. How he uses scale to not only grow his business but to diversify. How to scale your business right.
Topics of discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Sep 16, 2019 • 42min
How to Budget
Budgeting is important. Whether it's for your business or personal life, having a balanced budget is key to achieving financial freedom. In this episode, AJ and Roc discuss some basic principles about budgeting.
Topics of discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Sep 13, 2019 • 14min
15 Minute Friday: Goin' To Vegas
On this edition of 15 Minute Friday, AJ recaps their time in Vegas and what they learned about the different markets. Topics of discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Sep 9, 2019 • 42min
All About Debt
AJ Osborne and Roc Pilon discuss the good, the bad and the ugly as it relates to debt. The "do's" the "don'ts" and how leverage it smartly. This episode, is all about debt.
Topics of discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Sep 3, 2019 • 35min
To Buy or Not to Buy
The market fluctuate and so does the economy. AJ and Roc discuss how to manage your business so you won't be crushed by the market.
Topics of discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Aug 31, 2019 • 12min
15 Minute Friday: Project Based Income
What is project based income? AJ explains on this segment of 15 Minute Friday.
Topics of discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Aug 27, 2019 • 57min
How to Underwrite Self Storage with Sam Whitaker
One of Bitterroot's partners, Sam, joins the podcast to discuss the importance of underwriting. *Note: We had some audio issues towards the end, but the information shared is still very important.
The more you know, the less risk there is. This is the idea behind today's episode. Sam works as an underwriter with AJ and they have learned what to look for in getting involved with deals. Not only do you need to know revenue sources, but also project expenses and the difference between the way it's being run and the way you would run it, if acquired.
It's easy to know how much you're going to spend on a project, because you can always stop spending, but projecting revenue is a much harder game because it's market driven, especially in something like self-storage which is month to month.
With correct underwriting and negotiating, you can score big. Listen to find out how AJ and Sam pulled off one of their biggest deals, all thanks to solid underwriting.
Don't let banks tell you what you can afford or realtors tell you what something's worth.
AJ and Sam are both big proponents of starting small. Start out smaller, learn the basics, and then move up as you become proficient. You may not make a whole ton of money right away, but you'll start to understand how to find good deals, and how to deal with them.
Topics of Discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Aug 23, 2019 • 14min
15 Minute Friday: Asset Types
On this edition of 15 Minute Friday, AJ discusses the different types of assets and highlights another one of his projects.
Topics of Discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com

Aug 19, 2019 • 32min
Real Estate Investor Michael Blank
Real Estate Investor Michael Blank joins the podcast to discuss investing in multi-family units. He also recommends four books for everybody to read including "Rich Dad Poor Dad" by Robert T. Kiyosaki.
Michael focuses on helping educate people to broadening their horizons away from just single-family homes or stock market investments. Instead, he suggests you go straight for the multi-family housing market, as well as commercial opportunities.
When do people take action and when don't they? When they find their life unacceptable in some form. Until they feel that way, they won't take action.
In order to get started, figure out your next three steps. Don't worry about what comes after that, just focus on the first three things. Then the next three. Then the next three. After a few months you'll look back and realize how far you've come.
Investing is a team sport. You have to have a team with you. Whether it's hunting for deals, or going out and raising money, you need people on your side.
Michael likes to focus on cities where there's a population of at least 300,000 people, in order to have it managed properly. Larger cities give more options over smaller markets.
For more information about Michael Blank visit his website
Topics of Discussion include:
Financial Freedom
Creating Cash Flow
Real Estate
Self Storage
Buying Self Storage
Passive Income
Investing in Real Estate
Investing in Self Storage
Financial Freedom with Real Estate
Cashflow
Investments
Links: https://cashflow2freedom.com