
If you're an entrepreneur, small business owner, or side hustler looking for new ways to make money, scale your business, or turn your side hustle into a business, we've got something for you. We'll be interviewing successful entrepreneurs who have turned their dreams into reality. We'll learn how they did it and what they wish they'd known before they started their businesses. Your host, Ryan DeM... more
| Publishes | Weekly | Episodes | 282 | Founded | 6 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | EntrepreneurshipBusiness | |||

A client called Ryan two months ago, excited about his first rental deal. Duplex in Ohio, $250,000 purchase price, $260,000 in savings ready to go. His plan was to pay all cash, then refinance into a DSCR loan six months later to pull the money back ... more
You saw the viral video about a $250 mortgage trick that drops your monthly payment by $500. You called your lender to set it up on your rental property. They told you no. Then they hung up. Every loan on your portfolio was disqualified from the reca... more
Ten properties. Ten mortgages. Ten tenants paying every single month. Zero cash flow. That is not a real estate problem. It is a financing problem. And it is more common than most investors realize.
In this episode, Ryan breaks down the five financi... more
You finished the rehab. The property is rented. You call your lender to refinance into a DSCR loan, and they tell you that you have to bring $15,000 to the closing table out of your own pocket.
This is how it happens.
In this episode, Ryan breaks d... more
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This has become one of my new favorites. The guests are fantastic, and I always leave feeling super inspired and having learned something critical for my journey.
An absolute fantastic interview. Ryan is a great host who can balance the conversation so easily to make it incredibly conversational and easy to follow along. We got to share real valuable info to the audience as well cutting through the fluff and getting to the meat!
Ryan is a joy to listen and learn from. He brings on truly impactful experts to share valuable insights and wisdom with his listeners. I highly recommend tuning in regularly so you don’t miss out on all the value he delivers in each and every episode!
Ryan is a great interviewer. He asks very relevant questions which makes the podcast so worthwhile to listen to.
I had a great time on the podcast! Ryan does a great job interviewing guests and getting right into what the listener is wondering and wants to know with tangible takeaways for the listener!
Key themes from listener reviews, highlighting what works and what could be improved about the show.
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
Apple Podcasts | #63 |
Listeners, social reach, demographics and more for this podcast.
| Listeners per Episode | Gender Skew | Location | |||
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| Interests | Professions | Age Range | |||
| Household Income | Social Media Reach | ||||
A practical show that centers on entrepreneurship, scaling small businesses, and turning side hustles into sustainable ventures. Across episodes, the host consistently explores financial strategies, real estate financing, and disciplined decision-making to grow wealth. The format often features expert guests sharing actionable takeaways, templates, and real-world underwriting or funding approaches aimed at investors and business owners who want tangible results. Noteworthy is the clear emphasis on data-driven underwriting, cash-flow optimization, and strategies for leveraging specialized financing to scale portfolios or ventures. Potential listeners include active entrepreneurs, real estate investors, and financial professionals seeking con... more
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These podcasts share a similar audience with Chasing Financial Freedom:
1. Rental Income Podcast With Dan Lane
2. BiggerPockets Real Estate Podcast
Chasing Financial Freedom launched 6 years ago and published 282 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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