Five financing situations and the kind of lender I send each one to

Five financing situations and the kind of lender I send each one to

Real Estate Agent · Louisville, KY · Member since 2017 · 1k+ posts · 1k+ votes

Hi all, Rob here, a Louisville agent who works mostly with investors. Most deals I see die on the financing, not the property. Here's how I match the money to the deal.

Buying a rental and your W-2 doesn't tell the whole story: a DSCR loan, debt service coverage ratio. The lender qualifies the building's rent, not your W-2.

Need to close fast, or the property won't qualify for a regular loan yet: hard money. A hard money loan is a short-term loan from a private lender that funds fast based on the property, not your paycheck.

Own several properties and you're tired of juggling loans: a portfolio loan, one loan that covers several properties.

Own a building with a balloon coming due: a refinance before your balloon hits. Commercial lenders size a loan two ways, by the building's income (DSCR) and by value (loan-to-value), and you get whichever number is lower. If your date is inside the next 18 months, you have more options now than you will 60 days before it's due.

Taking over a seller's low-rate loan and there's a gap to cover: a second loan behind the assumed one. VA has published rules allowing it. For FHA, confirm with the servicer deal by deal. Or the seller carries the gap.

If you've got a trickier situation, the lenders I work with will flat out tell you what your best option is. No sugarcoating. And it's going to be the best option. But if there's a way and a will, we'll make it happen.

They're super well connected and resourceful, and they lend nationally, not just in Kentucky. If you need commercial money, a DSCR loan, a refinance before your balloon hits, a portfolio loan, whatever it is, ask below and I'll make the intro.

What's the hardest deal you've gotten financed, and who finally said yes?

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Steven LeeBusiness Member
Lender · 18021 Norwalk Blvd Suite 209. Artesia, CA 90701 · Member since 2015 · 488 posts · 43 votes
1w

Rob,

Are you venting because you’re having a difficult time getting financing ?

See this reply in the discussion

12 Replies

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  • Mike GrudzienPro Member
    Lender · Eugene, OR · Member since 2019 · 2k+ posts · 1k+ votes
    1w

    Is this advertising?

    • Real Estate Agent · Louisville, KY · Member since 2017 · 1k+ posts · 1k+ votes
      1w

      Not a lender.

  • Mike GrudzienPro Member
    Lender · Eugene, OR · Member since 2019 · 2k+ posts · 1k+ votes
    1w

    Should this be in the Classifieds?

    • Real Estate Agent · Louisville, KY · Member since 2017 · 1k+ posts · 1k+ votes
      1w

      Need help with something Mike?

  • Mike GrudzienPro Member
    Lender · Eugene, OR · Member since 2019 · 2k+ posts · 1k+ votes
    1w

    ...just sayin'....

  • Steven LeeBusiness Member
    Lender · 18021 Norwalk Blvd Suite 209. Artesia, CA 90701 · Member since 2015 · 488 posts · 43 votes
    1w

    Rob,

    Are you venting because you’re having a difficult time getting financing ?

    • Real Estate Agent · Louisville, KY · Member since 2017 · 1k+ posts · 1k+ votes
      1w

      No! lol

  • Real Estate Agent · Louisville, KY · Member since 2017 · 1k+ posts · 1k+ votes
    1w

    Mike, Steven, fair questions. I wrote this as a breakdown of how I match financing to a deal, not a pitch, and there's nothing for sale in the thread. If the "ask below" line reads like an ad to you, that's fair feedback, and I'd rather stay on the right side of the rules.

    Steven, I'm not venting. Most of the deals I see die on the financing, not the property, so I wrote down how I think about matching the money to the deal.

    You're both on the lending side, so I'd like to hear it from you. Of those five situations, which one do you see borrowers walk in the least prepared for?

  • Real Estate Agent · Louisville, KY · Member since 2017 · 1k+ posts · 1k+ votes
    1w

    Mike, Steven, fair questions. I wrote this as a breakdown of how I match financing to a deal, not a pitch, and there's nothing for sale in the thread. If the "ask below" line reads like an ad to you, that's fair feedback, and I'd rather stay on the right side of the rules.

    Steven, I'm not venting. Most of the deals I see die on the financing, not the property, so I wrote down how I think about matching the money to the deal. I'm an agent, not a lender, which is exactly why I'd like to hear it from the two of you.

    Of those five situations, which one do you see borrowers walk in the least prepared for?

  • Robin SimonBusiness Member
    Lender · Austin, TX · Member since 2022 · 5k+ posts · 4k+ votes
    1w

    Seems like this is mixing and matching residential real estate and commercial as if they are just one asset type with the same financing options

  • Real Estate Agent · Louisville, KY · Member since 2017 · 1k+ posts · 1k+ votes
    21h

    @Robin Simon Fair point, and thanks for saying it plainly. Residential and commercial run on different rules, and I put them in one list. The cleaner way to say it: I call anything with two or more units commercial when I'm talking about the property, but the loan product follows unit count. One to four units can often use residential or DSCR financing. Five or more is a commercial loan sized on income and value with different underwriting. As a lender, where do you draw that line for borrowers, and what do they most often get wrong about it?

  • Washington State · Member since 2026 · 20 posts · 2 votes
    14h

    Rob Bergeron — Spot-on overview, Rob. You hit the nail on the head: more deals die in underwriting and draw execution than on the actual property metrics.

    To add to your list from the capital advisory and non-bank underwriting side, here are three other common scenarios we see where matching the right debt vehicle saves the transaction:

    3. Heavy Value-Add or Ground-Up Construction: Non-Bank Construction Lines

    • The Challenge: Traditional bank construction loans require heavy liquidity covenants, depository relationships, and lengthy committee approvals that can take 60–90 days.

    • The Match: Non-bank construction debt (covering up to 85% LTC / 100% of rehab/build costs) with automated draw-reimbursement schedules to keep contractors moving without cash-flow bottlenecks.

    4. Liquidity & Gap Bottlenecks for Active Flippers: Cross-Collateralized Bridge Debt

    • The Challenge: An investor has plenty of equity tied up in existing properties or completed flips waiting to sell, but lacks the liquid cash for the next down payment.

    • The Match: Cross-collateralizing existing equity to blanket the new deal—allowing the operator to acquire with zero out-of-pocket equity while avoiding expensive gap partner splits.

    5. Commercial / Multi-Family Acquisitions ($500k–$2M+): Hybrid Debt & Preferred Capital

    • The Challenge: Bank DSCR requirements spike as rate environments shift, creating debt-coverage gaps on commercial properties that aren't yet fully stabilized.

    • The Match: Structuring a Preferred Return / Hybrid Kicker or short-term bridge-to-stabilization loan to bridge the gap until the asset hits target NOI for long-term takeaway debt.

    Having the right non-bank capital toolkit in your back pocket is what turns stalled listings into closed closings for investor-focused agents.

    📩 If any of your Louisville investors ever need a quick second look or a stress-test on a complex non-bank capital stack, feel free to drop me a Direct Message! Always glad to connect with top-tier investor agents.

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