PodcastsBusinessChasing Financial Freedom

Chasing Financial Freedom

Ryan DeMent
Chasing Financial Freedom
Latest episode

273 episodes

  • Chasing Financial Freedom

    DSCR Refinance Rejected: Here's What You Got Wrong Ep 384

    03/06/2026 | 14 mins.
    DSCR refinance deals do not fail by accident. They fail because nobody stress-tested the numbers before the hard money loan was signed.

    In this episode, I break down a real Cleveland duplex deal. The investor maxed their hard money at 75% LTV. Appraisal came in $15,000 light. Reconsideration of value failed. Now their only exit is a sale. No DSCR refinance. No cash out. No options left.

    This is happening right now in markets across the country. If you are using hard money or bridge loans to fund your fix-and-flip or buy-and-hold deals, this episode is both your warning and your roadmap.

    In this episode:
    — Why 75% LTV kills your DSCR refinance before it starts
    — How a $15,000 appraisal miss wipes out every exit strategy
    — The 15 to 20% fudge factor every investor needs in their budget
    — Why you should never go above 65% LTV on any investment property loan
    — How to stress test your ARV before you sign anything
    — What to do when your comps do not match your lender's appraisal
    — Why multiple exit strategies are never optional

    If this saved you from a bad deal, share it with a fellow investor. More tools and resources at trutalk.co
  • Chasing Financial Freedom

    Why Every DSCR Loan Estimate Looks Different Ep 383

    27/05/2026 | 17 mins.
    Every DSCR loan estimate looks different, and most investors have no idea why. That gap costs them thousands at the closing table.
    In this episode of the Chasing Financial Freedom Podcast, I break down a DSCR loan estimate box by box, Box A through Box J, with zero filter and no agenda. I show you exactly which fees your lender or broker actually controls, which ones are fixed costs of doing business, and the one shady trick some loan officers use to look cheap on paper until you're sitting at closing. After 110 deals closed in the last 24 months with only 2 lost, I've seen every version of this document, and most investors are reading it completely wrong.
  • Chasing Financial Freedom

    Hard Money to DSCR: Don't Make This Mistake Ep 382

    20/05/2026 | 13 mins.
    Hard money to DSCR is one of the most common exit strategies in real estate investing and one of the most misunderstood. Most investors don't realize the mistake until they're already sitting at the closing table with a surprise they didn't budget for.
    In this episode of the Chasing Financial Freedom Podcast, I break down exactly where investors go wrong when refinancing a hard money loan into a DSCR loan, including a real deal case study that went completely sideways. If you're holding hard money right now, don't schedule that refi until you watch this.

    📅 Have a deal in play? Let's walk through your numbers before you make a costly mistake.
    trutalk.co
  • Chasing Financial Freedom

    1% of Million: The DSCR Rule That's Killing Your Deals Ep 381

    13/05/2026 | 11 mins.
    You thought your DSCR hit 1.25, your credit was clean, and your cash in the bank was enough, but your lender still said you did not have the reserves to close. This episode breaks down the 1 percent of outstanding balance rule that DSCR lenders quietly apply to your entire portfolio, including your primary residence, and how that hidden requirement can stall or kill a deal when you are already deep into the process. You will learn how the reserve math really works, what counts as liquid, and the exact questions to ask your broker or lender so you are never blindsided by underwriting again. If it does not hit 1.25, it is not a deal. It is a donation.
  • Chasing Financial Freedom

    Your Credit Score Lied to You and It Is Costing You Your Next DSCR Deal Ep 380

    06/05/2026 | 13 mins.
    The credit score on your phone right now is almost certainly not the score your mortgage lender is going to use, and that gap can cost you a better rate, a cleaner approval, or the entire deal. In this episode, Ryan breaks down the difference between consumer scores and mortgage FICO scores, explains the middle score rule most investors have never heard of, walks through the three active trade line requirements, and shares a real investor story where 60 points disappeared during a renovation and almost killed a $70,000 cash-out refinance. Come in prepared with the right number, or you are not coming in at all. If it does not hit 1.25, it is not a deal. It is a donation.
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About 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!
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