EP 90: The Sellers Most Likely to Say Yes to Seller Financing (And Why They Do)

Most investors assume Seller Financing fails because of bad terms or weak negotiation. In reality, it fails because it’s offered to the wrong sellers.

In this episode, Courtney reframes Seller Financing as a seller-specific solution, not a universal strategy. She explains why most sellers will never need Seller Financing and why that’s not a rejection, but a filter. The investors who succeed with creative deals aren’t pitching harder. They’re listening better.

The conversation focuses on the psychology behind why certain sellers are open to Seller Financing and why relief, predictability, and control often matter more than price. Drawing from years of real-world deal experience, Courtney walks through the seller profiles that quietly dominate this category and how to recognize them early in the conversation.

Rather than chasing motivated sellers broadly, this episode teaches you how to spot aligned sellers and structure offers that feel familiar, safe, and intentional to them.

You’ll hear insights on:

- Why Seller Financing works best with certain sellers

- The difference between solving cash problems and solving lifestyle problems

- Why tired landlords value simplicity over ownership

- How retiring landlords think about income and exit planning

- When tax exposure becomes a Seller Financing opportunity

- Why heirs often prefer income without management

- How interest and installment payments change perceived value

- Why some sellers want premium outcomes instead of fast cash

- How to listen for motivation before discussing structure

Seller Financing works best when the offer removes something the seller no longer wants to carry. When relief becomes the primary benefit, price and terms become secondary.

Use this framework during seller conversations to identify alignment early. If you understand what a seller wants gone before you talk numbers, your offers become cleaner, your conversations shorten, and your close rate improves.
This podcast is for investors who want to understand sellers, structure creative Real Estate deals responsibly, and build long-term opportunities without hype. Subscribe for more conversations on Seller Financing, creative finance strategies, and real-world deal structuring.

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