Chasing Financial Freedom

Ryan DeMent
  • 5.0 (52)
  • Entrepreneurship
  • Updated Weekly

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!

  1. 2d ago

    Every Landlord Gets This $250 Mortgage Trick Wrong Ep 392

    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 recast. Nobody told you why. In this episode, Ryan breaks down exactly why the mortgage recasting trick does not work on rental property loans. Recasting is a conventional loan feature governed by the guidelines of Fannie Mae and Freddie Mac. DSCR loans, non-QM loans, bank statement loans, and portfolio loans do not follow those rules. Most do not offer recasting at all. If your broker mostly does owner-occupied loans, they are giving you conventional advice on a non-QM loan, and it is costing you. He walks through the four things you CAN do: principal curtailment with a payoff strategy, strategic refinance when the math supports it, interest-only restructures for narrow cases, and the rate buy-down move at your next refinance that permanently reduces your payment better than any recast. The episode closes with the framework rule and portfolio audit process every landlord should run this week: pull your loan statements, list every rental loan by rate, balance, payment, and loan type, then rank them from worst to best. The recasting video was designed for a homeowner with one mortgage on their primary residence. You are a landlord with a portfolio. The playbook is different.

  2. Jul 22

    You Own 10 Rentals and You Are Still Broke. Here Is Why Ep 391

    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 financing decisions that silently kill rental cash flow: the rate trap, the LTV trap, the wrong product, the front-end and back-end mismatch, and the rate obsession that causes investors to optimize for the wrong thing. He also walks through how to calculate your own DSCR ratio, the same number lenders run on you, and why running it on your own portfolio is the single most important diagnostic tool you are probably not using. The episode closes with a step-by-step portfolio audit: how to pull your loan statements, rank every property by DSCR, identify your refinance candidates, and decide whether a new loan at today's rates actually improves your cash flow long term. Do not buy property 11 until you fix the financing on the ones you already own.

  3. Jul 15

    Hard Money Trap: Why You Can't Refinance Into a DSCR Loan EP 390

    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 down the real difference between hard money loans and fix-and-flip loans, why the choice on the front end directly affects your ability to refinance into DSCR on the back end, and how to run the math before you ever borrow a dollar. He also shares why Zillow will lie to you about rents, how to stress-test your numbers with 5, 10, and 15 percent drops, and the four steps every investor should follow before signing a loan. Plan your exit before your entry.

  4. Jul 8

    Always Get the Inspection Before the Appraisal — Here Is Why Ep 389

    A client of mine just lost a real estate deal because he skipped a $500 inspection and went straight to the appraisal. The appraisal came back subject to, the lender stopped the loan, and now nobody wants to pay for the repairs. In this episode, Ryan breaks down what a subject-to appraisal actually means, the common items that trigger one, and why the inspection would have given the investor full leverage to fix, negotiate, or walk away clean. Ryan also walks through the right order of operations for every investment property deal, so nothing surprises you at the closing table. The inspection is not a contingency. It is the best $500 you will ever spend.

  5. Jul 1

    The LLC Trap: Why Your DSCR Loan Still Puts You Personally at Risk Ep 388

    Most real estate investors form an LLC, thinking it creates a wall between them and their lender. It doesn't. In this episode, Ryan breaks down the reality of personal guarantees on DSCR loans, what they mean, why every lender requires them, and what your LLC actually does and doesn't protect you from. You'll also get the three questions every investor needs to ask before signing a mortgage contract, and a straight answer on whether non-recourse DSCR loans are worth the trade-off. If you've ever closed a deal in your LLC and assumed you weren't personally on the hook, this episode is for you. Topics covered: The LLC myth: what investors get wrong about personal protectionWhat a personal guarantee actually means in plain EnglishWhy DSCR lenders require a personal guarantee even on no-income-doc loansWhat happens when your DSCR loan gets sold in the secondary marketNon-recourse DSCR loans: the real cost of skipping the personal guaranteeThree questions to ask your lender before you sign anythingSubscribe and leave a review if this helped you.

  6. Jun 24

    DSCR Loan Requirements 2026: The Exact Numbers Lenders Want Ep 387

    Most investors get rejected for a DSCR loan, not because they picked the wrong property, but because no one told them the exact numbers lenders look for before they applied. In this video, I break down all 5 DSCR loan requirements for 2026: the exact credit score, down payment, DSCR ratio, property types, and reserves you need to be approved for. What you will learn:✅ The minimum DSCR ratio most lenders require (and what happens below 1.0)✅ Why Zillow rent estimates get deals killed at underwriting✅ Exact credit score tiers and how they affect your rate✅ Down payment requirements by property type (SFR, 2 to 4 units, short-term rentals)✅ How much in reserves do you need in the bank before closing✅ What Form 1007 is and why it controls your deal

  7. Jun 17

    Fix This Credit Mistake Before a DSCR Loan Ep 386

    Credit repair is not just a personal finance topic. If you want to use DSCR loans to scale your real estate portfolio, it is the first step, not an afterthought. In this episode, I break down exactly why your personal credit score determines whether a DSCR loan will work for you at all. Your credit score determines your rate. Your rate determines your cash flow. And your cash flow determines whether the deal makes you money or costs you money. I am also sharing something personal. My own credit took a hit from an ongoing business debt issue that has lasted over 18 months. I am currently working with Freedom Debt Relief to get it settled and cleaned up. Yes, that means a temporary hit to my credit bureau for six to twelve months. But the alternative is staying stuck, paying 20 to 22 percent interest on deals that should never have gotten that expensive in the first place. This episode is for the investor who keeps getting told to leverage up and buy more without anyone explaining that personal debt is the actual gatekeeper to every DSCR loan you will ever try to close. In this episode:— Why personal debt determines your DSCR rate before you ever submit an application— The credit score thresholds DSCR lenders actually require, from 600 to 720 and above— How to use the Experian mortgage credit score to see where you really stand— The debt snowball method and how to actually pay off personal debt that is holding you back— Why a 1.25 DSCR ratio is the target in every market condition, good, bad, and crappy— How to stress test rents using 10, 20, and 30 percent reduction scenarios— My own credit repair journey and why I chose debt settlement over the snowball method— The financial freedom sequence every investor needs to follow before chasing more properties If your personal debt is holding back your real estate goals, share this episode with someone who needs to hear it. More tools and resources at trutalk.co

  8. Jun 10

    Conventional vs DSCR: Stop Making This Rate Mistake Ep 385

    DSCR loan explained simply. You see a higher DSCR rate and walk away from the deal. That is the mistake costing investors thousands in lost opportunity every single year. In this episode, I break down exactly why DSCR rates are higher than conventional loans, what you are actually paying for, and why that higher rate is often worth every single penny for the investor who wants to scale. If you are buying two or three properties, conventional all day long. Better rate, lower fees, done. But the moment you want to scale past four properties, the moment your DTI caps you out, the moment you need a loan that looks at the asset, not your W-2, DSCR is the only tool that makes sense. In this episode: — Why DSCR rates are higher and what risk the lender is actually taking— DSCR vs conventional loans broken down side by side with real numbers— Why DSCR loans have no scaling cap and conventional loans do— The 1.25 DSCR ratio threshold and why going below it is a deal killer— How your credit score impacts your rate by 25 to 100 basis points— Why DSCR loans closed in an LLC do not report to your credit bureau— The underwriting fee range you should expect and which lenders are overcharging— Three questions you must ask every DSCR broker before you commit If this saved you from walking away from a good deal, share it with a fellow investor. More tools and resources at trutalk.co

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About

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!

Information

  • Creator
    Ryan DeMent
  • Years Active
    2020 - 2026
  • Episodes
    281
  • Rating
    Clean
  • Copyright
    © Ryan DeMent
  • Show Website
    Chasing Financial Freedom