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Chasing Financial Freedom
Ryan DeMent
251 episodes
1 week 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!
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Entrepreneurship
Business
Episodes (20/251)
Chasing Financial Freedom
DSCR Loans for 2026: Beating Bank Caps and Scaling Faster Ep 362

Real estate investors planning 2026 financing who are torn between DSCR loans, local banks, or cash will learn how each option affects approvals, portfolio caps, and personal DTI. You’ll hear what DSCR lenders actually require, how they compare to banks on speed and paperwork, how cash plus delayed financing impacts scaling, and what to consider with prepayment penalties and working with a broker who can shop 200+ lenders.

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1 week ago
11 minutes 2 seconds

Chasing Financial Freedom
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.

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2 weeks ago
11 minutes 37 seconds

Chasing Financial Freedom
DSCR Loans in 2026: How to Keep Buying When Banks Say No Ep 360

DSCR loans in 2026 may be the difference between growing your real estate portfolio and getting capped out by local banks. In this episode, Ryan breaks down how DSCR (debt service coverage ratio) loans let investors keep buying cash-flowing properties without blowing up their personal DTI, even as the market cools and lending tightens.​

You’ll hear a clear refresher on what DSCR loans are, why they’re designed for investment properties and short‑term rentals, and the DSCR ratios you should aim for so you’re not stuck with a deal that doesn’t cash flow when hard money comes due. Ryan also talks about overestimating rents, the importance of your all‑in number, and why a DSCR below 1 is a red flag you should walk away from.​

He shares real-time observations from the Phoenix market—longer days on market, repeated price reductions, and institutional landlords cutting rents on single‑family rentals—and what could happen if hedge funds start unloading properties in 2026. You’ll also hear why tech and AI will be a key edge for investors who want to analyze deals and markets faster.​

If you’re serious about using DSCR loans to scale your investing in 2026, this conversation will help you think more clearly about financing, risk, and opportunity.

If you enjoyed the episode, follow the show, rate it, and share your biggest DSCR or bank‑denial story with us—your experience might help another investor.​

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3 weeks ago
12 minutes 2 seconds

Chasing Financial Freedom
Scaling Fast With DSCR Loans: Beat Bank Caps, Build Cash-Flowing Doors Ep 359

Your bank just told you “no more loans”—now what? In this episode, you’ll learn how DSCR (Debt Service Coverage Ratio) loans let you scale beyond 4 doors without using W‑2 income, tax returns, or traditional DTI limits. We break down credit score requirements, DSCR minimums, loan-to-value caps, reserves, and how to structure deals so your properties actually cash flow instead of draining your wallet. If you’re serious about growing a real rental portfolio and not just owning one or two doors, this episode gives you the playbook to move forward.

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4 weeks ago
12 minutes 30 seconds

Chasing Financial Freedom
The Appraisal Killed My DSCR Loan Deal (Here's What I Did) Ep 358

Are appraisals killing your DSCR loan deals? 😱 Don’t let a low appraisal ruin your investment! [Episode 1]

In this episode, we cover appraisals, DSCR ratios, reconsideration of value, rental comps, and more.

✨ Key takeaways:

• DSCR dropped from 1.3 to 0.95 due to a low appraisal.

• Understand the 1007 form for rental income calculations.

• Use the Reconsideration of Value process effectively.

• Be cautious with seasonal rental markets and their impact.

• Know lenders may raise rates with a DSCR below 1.0.

🎧 Subscribe/Follow Chasing Financial Freedom


#DSCR #realestateinvesting #cashflow #investorloans #duediligence


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1 month ago
14 minutes 56 seconds

Chasing Financial Freedom
DSCR Loan Mistakes That Cost Investors $50K+ Ep 357

Investors lose tens of thousands on DSCR loans by missing hidden pitfalls and believing industry myths. In this episode, hear real $50K disasters, learn the critical steps for due diligence, and discover the investor-proven strategies that can protect your portfolio and profits. Subscribe for more smart investing tips every week!

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1 month ago
12 minutes 25 seconds

Chasing Financial Freedom
DSCR vs. Hard Money: The Ultimate Real Estate Loan Showdown in 2025 Ep 356

Which real estate loan wins in 2025—DSCR or hard money? Discover the pros, cons, hidden traps, and the best situations to use each. Learn expert strategies for maximizing profit, managing risk, and avoiding investor mistakes so you make your next deal with total confidence. Hit follow for more insider tips!

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1 month ago
11 minutes 59 seconds

Chasing Financial Freedom
Why Most Real Estate Investors Fail (and How You Can Win in 2025) Ep 355

Why do so many real estate investors fail—even in booming markets? In this episode, Ryan unpacks personal stories and hard lessons to help you dodge the costly mistakes and win big in 2025. From overleveraging and contractor issues to new market trends and practical advice for building your team, this episode provides you with real, actionable steps.

Enjoyed the show? Rate, follow, and share your own investing lesson with us—your story might help another listener!

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1 month ago
13 minutes 35 seconds

Chasing Financial Freedom
3 Exit Strategies Cash Buyers Should Consider for Maximum Profit Ep 354

Are you looking for the best real estate exit strategies as a cash buyer in 2025? This episode dives into the top three ways successful investors maximize profit: BRRR, DSCR loan refinancing, and 1031 exchanges. You’ll learn how to avoid costly mistakes, unlock new deal opportunities, and make smarter decisions with your capital.

Ryan shares insider tips on:

  • Defining a true cash buyer in today’s market

  • Using DSCR loans and creative finance for higher returns

  • Choosing the right exit plan for your investment

  • Lessons learned from wholesalers and investors working real deals

Enjoy the episode? Rate, follow, and tell us which exit strategy you’re using right now!

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2 months ago
14 minutes 2 seconds

Chasing Financial Freedom
The Real Reason Your DSCR and Flip Deals Aren’t Making Money Ep 353

Real estate investors lose thousands every year because they misunderstand DSCR and fix-and-flip financing.

In this episode, Ryan DeMent reveals how to:

  • Calculate your DSCR ratio correctly

  • Avoid appraisals and draw schedule disasters

  • Vet your general contractors the right way

  • Use performance bonds to protect your projects

If you’re tired of surprises at closing or struggling to stay profitable, this episode gives you the tools to make smarter deals and keep more cash in your pocket.

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2 months ago
12 minutes 51 seconds

Chasing Financial Freedom
Wholesalers Stop Relying on Cash Buyers and Start Closing More Deals with DSCR Loans Ep 352

Tired of watching deals fall through because you can’t find cash buyers?
In this week’s episode, Ryan DeMent explains how to scale your wholesaling business using DSCR loans, fix-and-flip financing, and bridge loans — and how to earn legitimate referral income while doing it.

You’ll learn:

  • How to structure assignments so lenders approve them

  • What to do when an appraisal comes in low

  • How to identify qualified buyers fast

  • How to build consistent monthly income through financing

If you want steadier closings and multiple income streams, this episode is your next move.

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2 months ago
11 minutes 39 seconds

Chasing Financial Freedom
How Wholesalers Close More Deals and Get Paid Twice Using DSCR Loans Ep 351

Most real estate wholesalers are stuck chasing cash buyers — and it’s killing their consistency.

In this episode, Ryan DeMent reveals how to use DSCR loans, fix & flip financing, and bridge loans to close more deals, protect your assignment fees, and add an extra income stream through referral commissions.

You’ll learn:

  • Why 85% of “cash buyers” aren’t really using cash

  • How to structure deals that close faster and smoother

  • How to qualify buyers and avoid last-minute financing issues

  • How to earn money from every conversation you’re already having

If you’re ready to build consistency, grow your business, and stop leaving money on the table, this episode is your roadmap.



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2 months ago
10 minutes 43 seconds

Chasing Financial Freedom
How Wholesalers Lose Deals by Ignoring DSCR Loans Ep 350

Most real estate wholesalers live and die by cash buyers, but what if that’s holding you back?
In this episode, Ryan DeMent exposes why ignoring DSCR loans could be the reason your deals stall out. You’ll hear how to use DSCR financing to close faster, protect your assignment fees, and stop leaving money on the table.

Learn what lenders really look for, how to qualify your buyers fast, and why adding DSCR loans to your toolbox gives you an edge over other investors.

Listen in and discover:

  • How DSCR loans can unlock more deals for wholesalers

  • When to bring financing into your real estate business

  • The truth about appraisals, timelines, and closing faster

  • Why 85% of “cash buyers” aren’t truly paying cash

Follow the Chasing Happiness Podcast for real talk about DSCR loans, real estate investing, and building wealth with purpose.

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3 months ago
10 minutes 5 seconds

Chasing Financial Freedom
The Costly Mistakes Investors Make With DSCR Loans and How to Avoid Them Ep 349

In this episode, Ryan exposes the biggest mistakes investors and wholesalers make with DSCR loans, mistakes that can kill your cash flow or blow up your deals. From understanding loan terms to protecting your assignment fee, this episode gives you the insider perspective to avoid costly errors and close with confidence.

What you’ll learn:

  • Why a DSCR ratio of 1.0 is a losing game

  • How to lock in your assignment fee so you actually get paid

  • The truth about closing timelines and appraisals

  • The loan details that can make or break your deal

If you want to scale your portfolio and close more deals without financing nightmares, this one’s for you.

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3 months ago
10 minutes 56 seconds

Chasing Financial Freedom
Close More Deals With DSCR Loans Instead of Chasing Cash Buyers Ep 348

Cash buyers are great… until they’re not. In this episode, I’m breaking down how wholesalers can close more deals with DSCR loans and finally stop stressing over whether a buyer will show up at closing.

You’ll hear how DSCR loans:

  • Protect your assignment fee

  • Expand your buyer pool beyond just “all cash” investors

  • Speed up closings without burying you in paperwork

If you’re tired of chasing buyers and ready to scale smarter, this one’s for you.

👉 Let me know: Would you use DSCR loans to back your wholesale deals?

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3 months ago
12 minutes 15 seconds

Chasing Financial Freedom
The 5 Biggest DSCR Loan Myths Keeping Investors Broke Ep 347

You’ve been lied to about DSCR loans, and it’s costing investors time, money, and opportunities.

In this episode, I’m breaking down the five biggest DSCR myths that are keeping people stuck, broke, and frustrated. We’ll cover:

  • Why a 1.0 DSCR ratio is a trap (and the real sweet spot you should aim for)

  • The truth about personal guarantees (yes, you’re still on the hook)

  • Why aren't all DSCR loans created equal

  • How first-time investors can actually qualify

  • The hidden limits lenders don’t tell you about

If you’ve ever been told “just trust the process” when it comes to DSCR loans, this episode is your wake-up call.

👉 Drop your biggest DSCR myth in the comments and let’s bust it together.

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3 months ago
13 minutes 40 seconds

Chasing Financial Freedom
Why Buying a House First Could Be Your Biggest Mistake Ep 346

Should you buy a home first or start with your first rental? In this episode, Ryan pulls back the curtain on why buying a house first could be your biggest mistake. Learn how DSCR loans work, what ratios matter, and why numbers, not opinions, should drive your decision.

🎙️ Listen in if you want practical strategies, raw truth, and a faith-driven mindset for building a portfolio that lasts.

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3 months ago
11 minutes 1 second

Chasing Financial Freedom
Why Your Bank’s DSCR Loan Could Wreck Your Credit Ep 345

Most investors turn to their local bank or credit union for a DSCR loan, only to get blindsided. Suddenly, they’re asked for tax returns, W2s, pay stubs, and bank statements — and worse, that “DSCR loan” ends up on their personal credit report.

In this episode, I break down the truth about DSCR loans:
✅ Why banks and credit unions don’t actually offer true DSCR loans
✅ How these “fake DSCRs” can wreck your debt-to-income ratio
✅ The right way to qualify without sinking your personal credit
✅ What to ask your lender before you sign a single document

If you’re serious about scaling your rental portfolio, you need to know this before your next deal.

💬 Drop a comment: Have you ever been asked for W-2s or tax returns on a DSCR loan?

👉 Subscribe for more real estate strategies that help you build freedom without wrecking your peace.

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4 months ago
14 minutes 5 seconds

Chasing Financial Freedom
First Rental vs First Home Most People Get This Wrong Ep 344

Most people assume buying your first home is easier than buying your first rental, but that’s not true. In this episode, I break down why real estate investors have an easier path with DSCR loans, why the numbers matter more than personal income, and how to avoid the biggest mistakes that lead to negative cash flow.

Whether you’re on the fence about buying a home or jumping into rentals, this episode will challenge what you thought you knew about real estate.

👉 Listen in, then message me, do you think it’s easier to buy a rental or a home?

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4 months ago
12 minutes 38 seconds

Chasing Financial Freedom
Maxed Out on Rentals? How DSCR Refinancing Unlocks Unlimited Growth Ep 343

Hitting the wall with your lender because your debt-to-income ratio is too high? You’re not alone. Most investors max out between 4–10 properties when they rely solely on conventional loans.

In this episode, I reveal how DSCR refinancing can pull those loans off your personal credit, free up your DTI, and give you room to grow your portfolio without drowning in paperwork or delays.

We’ll break down:

  • How DSCR refinancing works (and why it’s a game-changer)

  • Step-by-step process to convert conventional loans into DSCR loans

  • The pros, cons, and pitfalls you need to know before you refinance

  • How this strategy can help you scale faster and smarter

If you’re ready to stop letting your DTI control your growth, this episode is for you.

💬 Let’s talk: Message me on LinkedIn or email me at rdement@nexamortgage.com with “DSCR Refi” in the subject line. I’d love to hear your goals and see how I can help you get that next deal closed.

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4 months ago
14 minutes 50 seconds

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!