
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

Jul 24, 2020 • 1h 11min
Multifamily Real Estate Investing - How Invest in Multifamily Like an Expert
Welcome back everybody to the Cashflow to Freedom podcast! As always, I hope you’re all out crushing everything and making moves.
Today I have another awesome guest that I’m super excited about - multifamily real estate investor Josiah Smelser. If you’re thinking the name sounds familiar, yes this Josiah’s second appearance on the Cashflow 2 Freedom podcast. He’s also just released his book ‘Dream It Build It - How to Crush Your Real Estate Investing Goals’. Be sure to grab a copy from the link at the end of these show notes.
To kick things off today we talk about the importance of knowing numbers of potential investments, but we also talk about the real art of being able to identify a good deal and execute on it. There’s so much more that goes into a deal than just the numbers and we wanted to be sure to cover that in our discussion today.
A few other items we discuss in today’s podcast are how to immediately identify a good multifamily deal, defining your investment criteria, knowing when to execute and when to pass on a deal, and more.
If you’ve even thought that multifamily may be your real estate investment vehicle of choice, you absolutely need to listen to this episode and hear it from the expert himself.
Grab Josiah’s Book here - https://www.amazon.com/s?k=dream+it+build+it+Josiah&ref=nb_sb_noss_2
Also keep up with him on instagram at @dailyrealestateinvestor and he also has the Daily Real Estate Investor Podcast.
Thanks a ton for listening everyone, we’ll see you next time!
AJ

Jul 17, 2020 • 50min
Maximizing Yourself, Staying on Track, and Leaving the Heard Behind
What’s going on everybody!? Welcome back to the Cashflow 2 Freedom podcast!
If you’ve taken a look out your window, checked your social media feed, or turned on the television recently you’re probably aware of everything going on here in the United States. We have Corona Virus, we have riots, we have protests, we have social media, we have politics… we have A LOT of noise. Unfortunately a lot of us like to seek out this noise as a distraction from our everyday lives. This noise can and often does negatively redirect our lives and our goals.
If we allow it, our thoughts and emotions can be hijacked by these external factors. Not only that, this can also lead to us continually wanting to escape our own reality instead of living it. This is where today’s episode comes in.
Today we wanted to talk through these external forces, these factors, and the effects they can have on us. We talk about the importance of self auditing our everyday lives to ensure we’re maximizing our time and resources and staying on track to achieve the goals we’ve set. We talk about the heard mentality and the awful side effects it can have in business and investing, fake perceptions versus reality, and simply facing truths.
This an in depth episode that a lot of us really need to hear, especially today when we have such huge distractions screaming for our attention every second of every day.
Listen in, take a deep breath, and stay the course.
Thanks for listening everybody, we’ll see you next time,
AJ

Jul 13, 2020 • 1h 3min
Building Success in Real Estate Through Systems and Knowledge with Logan Freeman
Welcome back everybody to the Cashflow 2 Freedom Podcast. We’ve had a number of incredible guests on the show and today’s episode is no different and I’m super excited to share this out with you all.
Today’s guest is Logan Freeman, a real estate expert who has done fix and flips, to buy and holds, to owning multifamily, and running private equity funds.
As is the case with most of us - Logan’s path into real estate was far from linear. Working his way through sales jobs and cushy corporate titles, Logan was always involved with and being continuously pulled towards real estate investing.
This podcast was a perfect breakdown of how to use systems and knowledge to build and scale your real estate investing. Logan shares his wealth of experience with us through multiple facets of the real estate world. We talk building teams, building systems, setting criteria and identifying investment opportunities, deploying knowledge, and taking action.
Keep in touch with Logan and all the great things he’s doing:
Logan’s Website: livefreeinvestments.com
Search Logan Freeman on LinkedIn
Thanks so much listening guys, we’ll see you next time!
AJ
Pick up a copy of my book An Investor’s Guide to Growing Wealth in Self Storage here:
https://selfstorageincome.com/book/

Jul 10, 2020 • 1h 8min
Real Estate Attorney Charles Dobens | The Keys to Building a Real Estate Empire
What’s going on everybody!? AJ here, I hope you’re all doing great and you’re out there crushing it as usual. I’m excited to release this episode to you guys because I’ve been saying for a while now that I’d love to get a real estate attorney on the podcast. Well, I’m happy to say, we’ve finally done it and this is the episode you’ve been waiting for.
Today I had the the pleasure of sitting down with real estate attorney Charles Dobens. Charles specializes in multifamily investing and even go on to launch his Multifamily Investing Academy that helps both new and veteran investors grow multifamily empires.
Charles walks us through the various aspects of what it takes to begin building your multifamily portfolio - building a team, building systems, the power of compounding, and so forth. We then jump into the details where Charles defines legal terms and gives examples of how to find and structure deals,
This is yet another value packed episode that you should definitely be ready to take notes on.
And be sure to keep up with Charles at: https://www.multifamilyinvestingacademy.com/
Thanks for listening everybody,
AJ
Pick up a copy of my book An Investor’s Guide to Growing Wealth in Self Storage here: https://selfstorageincome.com/book/

Jul 7, 2020 • 1h 8min
From Zero to Over 600 Fix and Flips | Building Wealth with Tarl Yarber
Welcome back everybody to the Cashflow 2 Freedom Podcast.
In today’s episode, I had the pleasure of sitting down with my good friend Tarl Yarber. Tarl is a real estate expert who has become a master of the fix and flip and BRRR real estate investment strategies.
We cover so many amazing topics in regards to real estate. We dive into how Tarl got started in real estate, how he learned to build out teams and systems to scale his investing, and ultimately how he’s done over 600 fix and flips to date since.
Another huge portion of our discussion today revolves around mindset. It’s truly incredible the amount of power that our mindsets and beliefs can have over us. Tarl and I go over how important mindset is when set personal and professional goals, how to Tarl set incremental goals to work himself towards his larger overall goals, and the place we need to be mentally to be able to achieve wherever it is that we set out to achieve.
Listen in, soak it up, and put it all to work in your own life to help you get where you truly want to be.
Keep up with or get in touch with Tarl at: https://fixatedonrealestate.com/
Thanks for listening everybody,
AJ
Pick up a copy of my book An Investor’s Guide to Growing Wealth in Self Storage here: https://selfstorageincome.com/book/

Jul 2, 2020 • 1h 10min
The Current Climate in Business and Entrepreneurship
Welcome everyone to Cashflow 2 Freedom. This is AJ, your host. I hope you’re all doing great and you’re out there crushing it, making things happen.
There’s no two ways about it, the current climate in the economy, business, and society as a whole can seem turbulent and more uncertain than ever. Times like these bring us the value of perspective and reflection. We start to challenge our ideas and dig deep to uncover the causes and effects of great businesses and economies.
These are topics of discussion throughout today’s podcast. We go from what causes recessions, to the domino effect of uncertain times, to inflation and the value of money, to the ever changing landscape of technology and business.
This is one of those episodes where we kick back and dive deep into these business and economic concepts that shape our everyday realities.
Thanks for listening everybody,
AJ
Pick up a copy of my book An Investor’s Guide to Growing Wealth in Self Storage here:
https://selfstorageincome.com/book/

Jun 29, 2020 • 1h 29min
Travel Hacks and Building Your Best Life with Yan Stavisski
What’s going on everybody!? Welcome back to another episode of the Cashflow 2 Freedom Podcast. Today, we cover a ton of ground (pun intended).
Our guest today is travel hacker and expert Yan Stavisski.
Yan has been to hundreds of countries and regions around the globe. We’re not just talking flying coach either. We’re talking $20,000 first class flights to top destinations around the world… most all for free or for a few hundred bucks.
Yan walks us through his journey from falling in love with travel, to figuring out strategies to travel hack, to investing in real estate. Most importantly however, Yan shares his hardships and lessons learned along the way.
One of the biggest themes that came away from this episode is this - change your environment and change your future. Tune in and hear how Yan changed his environment and went from having no direction to living the life he’s always wanted.
Keep up with Yan on Instagram at instagram.com/king.credit/
Thanks for listening everybody,
AJ

Jun 22, 2020 • 44min
The Ultimate Investors Guide | Part 1
Welcome everybody to Cashflow 2 Freedom!
Today is an incredibly special episode, and this is just part 1. It represents decades of work, time, effort, successes and failures. As you all know, it takes teams of people and years of discipline and hard work to achieve life goals. It’s a journey of ups and downs and one of the most difficult parts about the journey is having the knowledge to be able to execute successfully. The same applies to self storage investing.
This is one of the reasons I decided to put together the guide of all guides - The Investors Guide to Growing Wealth in Self Storage.
As I said, this guide has taken years of experience for myself and my team to be able to put together for you guys, and I couldn’t be more excited to provide this to you all.
This guide walks you through from start to finish - how to identify a potential storage facility, how to analyze markets, the keys to underwriting, acquiring a facility, changing day where you take over the facility. I even provide real examples with real numbers from deals we’ve done to show you exactly how we’ve gone from owning one storage facility, to now owning and operating over 1 Million square feet of storage valued at over $150 Million.
If you’ve been following me or listening to our podcasts for any length of time, you know that I can’t stand “fluff”. The only thing I want to provide is value. I want to provide actionable steps that you can utilize in your investing to help you build and live the life you’ve always dreamed of. This guide is no different and is probably one of the most (if not the most) valuable pieces of work I’ve ever created.
Today’s podcast is a break down, or a sneak peak if you will, of what you can expect to find in this guide. Take notes and get ready to pick up your own copy of The Investors Guide to Growing Wealth in Self Storage.
Pick up your copy of the The Investors Guide to Growing Wealth in Self Storage here
https://selfstorageincome.com/
Thanks everybody for listening and for all of the amazing feedback and support.
--AJ
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After you buy the book on Amazon - Make sure you grab your FREE Bonus Investment Calculator by filling out the form on the link below:
https://selfstorageincome.com/book-bonus/
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Jun 17, 2020 • 57min
How to Build an Empire No Matter What Your Circumstances Are with Ron Osborne
Welcome everybody to the Cashflow 2 Freedom podcast! This episode is one near and dear to me. It’s an episode that I’m super excited to share with you all, even more than usual. Reason being, today we have the pleasure of hearing an amazing story of an individual who broke a generational cycle of extreme poverty and who has built an empire for himself and his family.
This incredible individual is my amazing dad Ron Osborne.
My dad shares his story from start to finish, how he’s gone from losing his father at age 10, to being brought up in a poverty stricken home, to putting in the work and discipline to break what seemed like an impossible cycle of hardship, to living the life he truly wants and enjoys living for himself and his family. My dad is one of my biggest role models and has built the foundations in me that have helped drive my life to where it is today. Throughout this podcast, my dad openly shares the exact foundations he’s built his empire upon that you can deploy in your own life or business to drive you forward.
We talk strategy, mindset, identifying opportunity, keys that Ron believes have had a monumental impact on his continued successes, and so much more.
Break out the notebook, listen to this episode over and over, whatever it takes, just be sure to extract every ounce of value that’s laid out in this legendary podcast.
Thanks for listening everybody,
AJ

Jun 15, 2020 • 1h
How to Start Investing in Real Estate When You Don’t Have Any Money
Welcome everybody to another incredible episode here on the Cashflow 2 Freedom Podcast!
As you’re aware, we absolutely love real estate here at Cashflow 2 Freedom. Today however is different - today we have one the best episodes of this podcast we’ve ever had that is centered around real estate.
The reason I say this is because our guest today shares with us how he got started in real estate at 19 years old, using none of his own money, with limited initial experience, who has now built a business at 22 years old that can bring in well over $100,000 in a single month.
Our guest today is Cole Ruud. He shares with us how he got started in real estate, how he’s built out his business, and how he’s been able to solve the massive issue of finding great deals for larger investors. As any investor knows, deal flow is king. Cole has developed a virtual system to find these deals, lock the deals up, and deliver these deals to investors.
I can’t tell you how excited I am to get this episode out to you guys. This is one of those episodes that you need to listen to over and over and extract every ounce of value that it brings to the table for you.
There’s no denying that Cole has built an abundance of success. This success has been built on the foundations of value, integrity, and a willingness to help others. That said, if you’re looking to get started in real estate reach Cole directly at his email - cole@hellopad.com
Thanks so much for listening guys, we’ll see you next time.
AJ