Why Land Deals Die on the Phone (Podcast Ep#164)

Why Land Deals Die on the Phone (Podcast Ep#164)

From The Land Investing Business Secrets by Jessey at Pebble

May 21, 2026 · 46 min · Episode 164

About this episode

Jessey interviews Sumner Healey about effective strategies for scaling a land business and improving close rates.

Jessey sits down with Sumner Healey, land investor, founder of LIA and co-founder of Land Insights, for a candid conversation about what it actually takes to scale a land business in today's market. Sumner pulled back from his land business for two years, kept it on maintenance mode, and still did $500,000 in profit annually. Then in 2025 he went all in and everything exploded.In this episode Sumner breaks down the sales system behind 17 acquisitions in a single month, how he cut his days on market from 120 down to 21, and the one tactic that gave him a 50% lift in close rate that most land investors are completely skipping.If you have ever lost a deal after a good conversation with a seller, this episode will tell you exactly why and what to do about it.What you'll learn in this episode:- Why walking sellers through a contract live on the phone can lift your close rate by 50%- How to pre-qualify sellers using the Three Whys framework- Why objections are actually a good sign and vague ones are the real problem- The difference between cowboys and nerds in land and how to know which one you are Connect with Sumner Healey: LIA Community: https://www.skool.com/lia/about Land…

More episodes of The Land Investing Business Secrets

Explore listener stats, chart rankings, contacts and more on the The Land Investing Business Secrets podcast page.