AJ Osborne Podcast
AJ Osborne
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
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
Episodes
Mentioned books
Sep 4, 2020 • 53min
How to Build Your Business and Your Freedom with Mike Simmons
Welcome back everybody to the Cashflow 2 Freedom podcast! I’m your host AJ Osborne.
We have another incredible guest on the podcast for you guys today and I couldn’t be more excited to share it with you all. Today’s guest is Mike Simmons. You may recognize the name as he is the author of Level Jumping.
Raised in a blue collar family in Michigan, Mike started out like a lot of us do - he found a job, expected to work there forever, and would retire some day… maybe. But, like a lot us again, Mike realized that the career path wasn’t built for him, his life, or his goals.
Mike began looking at investment vehicles so he could rid himself of the 9-5 career life, and he ultimately settled on real estate. He began flipping and wholesaling properties which has led to his massive successes in real estate today.
But he soon found that there was one problem as he kept doing more and more deals… there was only one of him. That led Mike to begin thinking about how he could remove himself from the day to day operations and start working on the business and not in the business.
This is a topic we spend a lot of time on today - we go over hiring, building teams, when and who to hire, hiring for the jobs you don’t do well at and focusing your energy and resources on what will truly move the needle for you and your company. We also dive into deal flow and setting your business up to drive deals to you instead of you trying to hunt them down.
This is a must listen episode, so get ready to take notes, and get ready to propel yourself and your business to the next level.
Thanks for listening as always everybody,
AJ
Be sure to check out the links below for Mike’s book and websites. You can also text the number below as well to get a free digital copy of Mike’s book:
Level Jumping Book:
https://www.amazon.com/Level-Jumping-business-million-profits/dp/1734832703
Mike’s website:
https://mikesimmons.com/
Mike’s Podcast:
Just Start Real Estate - https://podcasts.apple.com/us/podcast/just-start-real-estate-with-mike-simmons/id732855311
Upcoming speaker at: Best Real Estate Event - bestrealestateevent.com
Text Juststart 55444 - get free digital copy of book
Aug 25, 2020 • 34min
Don’t Bet Against America - The Future of the US Dollar & the Global Economy
Welcome back everybody to the Cashflow 2 Freedom podcast, this is your host AJ Osborne.
Today’s episode comes from a question I received at one of my speaking engagements. The question was - “Do you still invest in America?” The root of this question was in other words - do you still invest in the US economy and do you still invest in the US Dollar?
There are a multitude of factors affecting economies and values of currency. These effects don’t take place overnight and they often don’t stay for the long term. HIstory has positioned the US Dollar in a very advantageous place - I’m talking about the US Dollar being the reserve currency of a number of countries around the world. The US Dollar has also been used for currency swaps to help countries around the world to stabilize their currencies and economies.
These network effects, if you will of the US Dollar, are incredibly important factors to keep in mind when considering the value and stability of the US Dollar over the long term.
I dive into this network effect and these factors in today’s episode and how they work together to help give you an idea of where the US Dollar has been, and where it is today, and also my thoughts about the future of the US and global economies in relation to currencies.
What do you think about the US Dollar and the future of our global economy? Let me know in the comments, on social media, or on my website all linked below.
Thanks for listening for everybody,
AJ
Aug 25, 2020 • 25min
Using Pain Like a Superpower - The Currency of Growth
Welcome back everybody to the Cashflow 2 Freedom podcast. This is your host AJ Osborne. I just want to say real quick… thank you! Thank you to all of you amazing people who have listened in, emailed us, gotten in touch with us on social media, and everything else. You all are truly incredible and I can’t thank you enough for all your support.
Today’s topic is one that touches us all. Whether in good times or bad, we can and often do experience pain from various seen and unforeseen sources.
Most of us react to pain by simply wanting to avoid it. We do this consciously and subconsciously. The issue with the avoidance of pain is that it simply doesn’t work. Pain is a part of life, it’s a part of growth, it’s what you might even call a super power. Once we learn to embrace this superpower, there’s truly no stopping us. Whether the pain is physical or psychological, we can and absolutely have to overcome it and use it to our advantage.
As most of you know, I’ve experienced my fair share of pain through both business and my experience with Guillian Barre. I wanted to share my perspectives on pain through these obstacles that we often face in life and how to push through to the other side.
Facing pain, no matter what form it presents itself to you in, is easier said than done. Just know that if something is difficult, the outcome has a huge potential to be incredible. So no matter where you’re at right now, if you’re in pain of any kind, know that it won’t last forever and that you can achieve relief from simply doing, from simply moving forward.
Thanks for listening everybody,
AJ
Aug 25, 2020 • 34min
How to Build an Amazing Team - Getting to the Next Level
Hey everybody, welcome back to the Cashflow 2 Freedom podcast. This is your host AJ Osborne.
I’m super excited to discuss in depth our topic today. What is that topic? Building your team.
Most of you here are like us, we’re all about growth, moving the needle, and deploying time, resources, and value in the most effective and efficient ways. We’re obsessed with this, and for good reason. Accomplishing all of this is what allows us to scale and grow in every aspect of our lives. To accomplish those things successfully, we have to build teams.
How do you build a team? Where do you even start? Who do you hire first and for what job?
These are all questions we have to answer as we reach these stages of scale in our businesses and operations. There’s an art and science to this process, like everything else, and to be successful, it's an art and science we have to master. Will we get it right every time? No, but getting it right a majority of the time is crucial to our continued success.
This is exactly what we’re going to cover in today’s episode. How to hire, when to hire, what to expect when you hire. This all applies, whether you’re hiring contractors or your very own employees.
This a value packed episode, so be ready to take notes, dive in, and get ready to take your endeavors to the next level.
Thanks for tuning in everybody,
AJ
Aug 25, 2020 • 24min
Should You Buy or Lease a Car? Knowing What to do and When
Welcome back everybody to the Cashflow 2 Freedom!
Today we’re going to cover a topic that touches on the second largest expense for people here in the US - vehicles.
There’s so much information out there on whether you should buy or lease a car - the issue is that most of that information is purely based on opinion. All we’re getting into today however are the facts.
There are times to buy, times to lease, and you just need to know what to do and when. We’re going to break it down simply and easily to help provide you with those answers. Cars being the second largest expense for a majority of America, this is a topic we wanted to discuss in depth. As you know, everything starts with personal finance. We can’t grow businesses or our futures without being disciplined and effectively managing our own finances.
Tune in, take notes, and let us help settle the ‘to buy or lease’ debate for good.
Thanks for listening everybody,
AJ
Aug 25, 2020 • 27min
$250K to $1 Million in 6 Months, Our Private Equity Company, & Building Success in Everything You Do
Welcome back everybody to the Cashflow 2 Freedom Podcast. This is your host AJ Osborne.
Today I wanted to sit down with you all and give you an in depth updated on everything we have going on. If you’ve followed us for any period of time, you know that we have a TON going on and we couldn’t be more excited.
Specifically we’re going to talk about our online company that we purchased for $250K and just had an $80K month this past month, and is now worth well over $1 Million. I dive into how exactly we did this with a simple one product company in a specific niche.
A lot of these systems we cover today such as leverage, are what have driven us and our numerous companies achieve huge successes. I take a moment to identify what leverage is exactly and the many ways you can deploy leverage in your endeavors.
No matter what industry we’re in, or even different aspects of life, we use the same systems and resources to build ourselves, our businesses, even our families.
I also dive into our four square system to build and grow your business. Be sure to take notes and don’t miss this episode. If you’re like us, you’re serious about moving the needle and this episode will give you the insights to help you to do just that. Get out there, use this information, and keep crushing it.
Thanks for listening guys,
AJ
Aug 25, 2020 • 1h 11min
COVID and How it is Affecting the Hospitality Industry with Dan Rockrohr
Welcome back everybody to the Cashflow 2 Freedom Podcast! This is your host AJ Osborne and I’m super excited to bring this episode to you guys.
Today I have the pleasure of sitting down with my long time friend Dan Rockrohr. Dan owns and operates a bar here in Boise Idaho. One of the major issues going on right now across our country is COVID. COVID has impacted many businesses and economies, but it’s hit the hospitality industry harder than most. That’s why I wanted to bring Dan in today - to talk about what he’s experienced, what he’s seeing, and what the plans are looking like for the future.
We dive into issues today that so many other business owners are having to tackle and overcome. We also share the measures that Dan and other businesses have taken to try and work with the local governments as opposed to working against them, all in an effort to begin moving things forward. So many businesses have and will go under due to the current events we’ve experienced.
There’s also the glaring issue of the COVID pandemic being politicized and exploited. There are cleary a number double standards that business owners have experienced when they’ve been shut down, classified as non-essential, and so forth. All the while, larger corporate companies operating in similar fashions are allowed to keep their doors open, are classified as essential, and simply follow the guidelines put into place.
Speaking to this, we also dive into the importance of diversifying you businesses and/or sources of income. You never know when something like COVID will happen and being divers across your holdings will help to ensure that you don’t lose everything you’ve worked so hard to build.
We cover all of this and more in today’s episode. Listen in, see how things are going on the ground from the source itself.
Thanks for listening everybody,
AJ
Jul 28, 2020 • 1h 11min
From $400 to Owning Multiple $10Millon Companies with Rob Bailey
Welcome everybody to the Cashflow 2 Freedom Podcast! This is AJ Osborne, your host, and I couldn’t be more excited to bring this episode to you guys.
Our guest today is the one and only Rob Bailey. You may know Rob from his highly successful fitness brand Flag nor Fail. Then again, you might know him from his supplement company Run Everything Labs, or you might even know him from the intensely great music he produces. As you might have figured out… Rob is absolutely crushing it. Today we’re diving into just how he’s built this incredible legacy and what his plans are to continue down this path of massive growth, challenge, opportunity, and value.
This episode is packed full of incredible insight through and through, but there were two major takeaways from this episode that can have a huge impact on your life. One - enjoying doing this that you’re not yet able to do. Enjoy learning, enjoy the growth, don’t think that because you can’t yet do something, that that is a barrier keeping you from obtaining your goals. Which takes us to the second takeaway - barriers equal opportunities. The epitome of an entrepreneur is someone who solves a problem, someone who provides a solution. Barriers offer that opportunity to develop solutions, they’re not mountains standing in our way, they’re literal road maps showing us where to go and all we have to do is follow them. As you’ll hear in today’s episode, Rob has done just that and built empires to address the barriers he’s faced.
One last thing I want to mention is this concept of taking massive accountability for yourself and your business. During this episode Rob mentioned that he has huge plans to further build out his company Flag nor Fail to take it to the next level, and he’s come to the conclusion that there’s something standing in his way from taking Flag nor Fail from a $10million company to a $100million company - himself. That right there should show you just how legit and down to earth Rob is.
If you don’t already:
be sure to follow Rob on instagram @killrobbailey
Check out his website - killrobbailey.com
Listen to his music on Spotify
And check out his brands Flag nor Fail and Run Everything Labs
Thanks for listening everybody, we’ll see you next time,
AJ
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


