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Chasing Financial Freedom
Ryan DeMent
252 episodes
5 days ago
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 DeMent, has unique insights built by 25 years of experience in the financial industry and several failed businesses. So if you're looking for new ways to make money, scale your business, or turn your side hustle into a business… then this podcast is for you!
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Entrepreneurship
Business
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All content for Chasing Financial Freedom is the property of Ryan DeMent and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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 DeMent, has unique insights built by 25 years of experience in the financial industry and several failed businesses. So if you're looking for new ways to make money, scale your business, or turn your side hustle into a business… then this podcast is for you!
Show more...
Entrepreneurship
Business
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Don’t Shut Down: How DSCR Investors Can Win Big in Early 2026 Ep 361
Chasing Financial Freedom
11 minutes 37 seconds
3 weeks ago
Don’t Shut Down: How DSCR Investors Can Win Big in Early 2026 Ep 361

If you’re winding down 2025 and didn’t hit your DSCR goals, you’re not alone. In this episode of Chasing Financial Freedom, Ryan talks about why so many investors and wholesalers shut down the last 4–6 weeks of the year—and how that decision quietly puts them weeks or even months behind when 2026 starts.​

He breaks down real DSCR timelines from current deals, why most new contracts in late December won’t close until January anyway, and how to use that gap to your advantage by putting deals under contract now, ordering appraisals, and lining up lenders so you open the year with momentum instead of trying to restart a cold engine.​

You’ll also hear why deal flow = revenue = profit, what happens to investors who go dark until March, and how Ryan is approaching 2026 differently—expanding from 1–4 unit DSCR loans into 5–8 units and apartments, and building a bigger team to serve more investors at a higher level.​

If you’ve ever wondered whether it’s worth pushing through the holidays or if you’re thinking about your own 2026 investing goals, this conversation will help you think more strategically about timing, financing, and growth.

If this episode helped you, follow the show, leave a rating or review, and share it with another investor who’s ready to stop coasting through December and start planning for 2026.

Chasing Financial Freedom
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 DeMent, has unique insights built by 25 years of experience in the financial industry and several failed businesses. So if you're looking for new ways to make money, scale your business, or turn your side hustle into a business… then this podcast is for you!