
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

Aug 16, 2019 • 13min
15 Minute Friday: The Firm
On this edition of 15 Minute Friday, AJ takes us to one his insurance firms to discuss how sales opened a lot of doors for him.
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 12, 2019 • 42min
Luck and College...They Matter
Is college worth it? How do you create luck? AJ and Roc Pilon tackle both questions in this episode.
Starting out, AJ and Roc talk about "Chase Chance and Creativity" by James H. Austin and the four different types of "luck" or chance.
If you were to have engineered the modern computer, would you be as rich as Bill Gates? Or does luck come into play, and if so, which kind?
Most luck is created by those who are actively seeking opportunity, and that's the kind of luck we need to harness in order to become successful in our lives.
More importantly than the degree you earn in school, are the environment you surround yourself with, the higher level thinking you learn, and the information you gather while there.
Roc makes the point that if you don't know what you want to do in the long run, or even what to study, you may want to spend some time in the workforce to explore your options without drowning in student loan debt.
While talking about the idea of "luck of motion" AJ mentions that motion takes time to build up. "Luck of preparation" also takes tons of time and work. You need to be ready for the time you can take your preparation and put it in to motion. Of course, all this hinges on the person that you fundamentally are, which is the last of the "lucks".
Lastly, school is really just an avenue to create opportunity. There is no answer to whether school is good or bad, or if everyone needs it or not. You have to assess your life and decide if going to school is going to create more opportunity for you right now.
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 9, 2019 • 13min
15 Minute Friday: Office Space
On this edition of 15 Minute Friday, AJ takes us on a tour of a great work in progress....their new office space. Did you know office hacking is a thing? AJ explains. 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 5, 2019 • 32min
Larry Goins- Original Virtual Investor
Larry Goins joins this episode of Cashflow2Freedom. https://larrygoins.com
Living in South Carolina, Larry has worked with close to 1,000 deals. Closing about 7 to 10 a month currently. He's a firm believer in "going where the deals are", and it's obviously working.
Larry is an innovator in the world of digital real estate investing. You can check out his book, here: Getting Started in Real Estate Day Trading, by Larry Goins. Larry teaches how to make a low-ball offer and still leave the door open to negotiating with his clients.
Without ever even seeing the property, Larry can estimate what the repairs are for each home, and know how to flip it, sometimes even from the very first phone call.
Knowing where you can compete is crucial! Small towns are often easier to get started in, even remotely. The internet connects us all so easily, that no matter where you are, you can invest all over the US.
Larry also goes over his motto "stash cash for the crash", and talks about how he saves money while still investing.
He and AJ discuss his method to creating cash flow and discuss what Larry refers to as the filthy rich model.
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 2, 2019 • 14min
15 Minute Friday: The Reno Project
For this edition of 15 Minute Friday, AJ takes us to one of his biggest assets, a self storage facility in Reno.
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

Jul 29, 2019 • 1h 8min
Brittany Arnason
AJ Chats with Brittany Arnason, a DYI real estate investor with a unique approach to home buying. Learn how Brittany has achieved financial freedom and check her out on Instagram to see how she develops her property.
From a young age Brittany knew she wanted to work with real estate investing. She grew up watching her mom buy and sell rental properties and helped work on fixing them up in order to sell. When she was 18 she bought her first property, and now has 13 doors under her belt.
Based in Canada, Brittany follows the BRRR method, (which stands for Buy, Rehab, Rent, Refinance) to do what she loves and help others along the way.
Especially in the beginning, Brittany learned how to be frugal to help push all her money into her projects for a greater return! She is a disciplined young lady who knows the meaning or hard work and isn't afraid to get her hands dirty.
Creating a network around you who are supportive of your dream is huge. Brittany helps create that network with her social media approach. She encourages everyone to reach out to people who can be great resources for you. Don't become discouraged if you don't hear back right away, or even at all, just keep growing and learning and reach out, and with persistence and hard work, you'll get there.
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

Jul 26, 2019 • 14min
15 Minute Friday: Part One
This is the first installment of 15 minute Friday. AJ updates the listeners on all of the great things he's doing with his company and of course, shares some insights so the audience can start their journey to financial freedom. 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

Jul 22, 2019 • 48min
The Value of Opportunity
In this episode AJ and Roc discuss the value of opportunities. Opportunity is all around us, and if we recognize it and are prepared, it can lead to financial freedom. 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

Jul 15, 2019 • 51min
How to Start and Grow a Profitable Business
In this Episode, AJ and Roc continue their series of discussions about entrepreneurship. They share their experiences and discuss how to go about starting a business. Topics of discussions 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

Jul 4, 2019 • 37min
Paul Moore
Paul Moore of Wellings Capital joins AJ for this episode. Paul shares his expertise and discusses the power of commercial real estate. To learn more about Paul and Wellings Capital visit his website linked below.
https://www.wellingscapital.com/our-story
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/
https://cashflow2freedom.com/