The Land Market Has Shifted. Here's What Works Now.

264: A special roundtable episode where four active land investors (Katie Desmarais, JT Olmstead, Shelby Wengreen, and Arturo Paturzo) come together to talk about what's really working in the land business right now, and what's not.

(Show Notes: REtipster.com/264)

One year after launching Stride CRM, I wanted to bring together a group of investors who are actively in the trenches to have an honest conversation about the market shifts we're seeing. The truth is, the land business has changed. Some strategies that worked just a year or two ago are now completely broken. But new opportunities are emerging for investors willing to adapt.

Katie runs a structured operation with a team of 10, focusing on flips and subdivisions. JT has been in the game for years and just rebuilt his business midyear after realizing his old playbook wasn't working anymore. Shelby moved from casting a wide net to targeting deals with $20K+ profit margins. And Arturo is running a multi-strategy business while serving as an active-duty Navy officer in Italy. Together, they share what's actually working: hyper-intentional lead management, strategic follow-up cadences powered by automation and AI, owner financing as a new leverage point, and a ruthless focus on sales skills.

You'll also hear what's broken. Blind offers, spray-and-pray marketing, and the days of easy one-touch closes are gone. We dig into team structure, KPIs, the role of data vs. human connection, and the uncomfortable reality of competing against smarter operators. If you're struggling to get deals in 2026 or just looking to stay ahead of the curve, this conversation will give you the clarity and direction you need.

If you're serious about scaling your land investing business, this conversation is packed with honest, practical insights from people doing it right now! 

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