Anthony WeilerI teach people how to flip vacant land in rural America for an average profit of $25k-$50k per deal

Real Estate Investing: Mastering Markets & Bigger Deals #shorts

26 Feb 2026 · 0 min

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In this short interview, Speaker B explains the biggest learning curve in land investing: first, pinpointing the right target market and property type, then narrowing a large inventory (e.g., 3,000 properties) down to a viable subset (e.g., 600) and conducting deep due‑diligence on those prospects. He emphasizes becoming a student of a few markets, especially when pursuing larger deals that involve more complex actions like subdividing land, which requires more upfront research than simple discount‑buy‑and‑sell flips. Speaker A then asks about common beginner mistakes, prompting a discussion of why new land investors often fail—lack of market awareness, selecting the wrong markets, and not partnering with funders correctly. The conversation highlights the need for focused market selection, rigorous property analysis, and strategic funding partnerships for success in bigger land deals.

In terms of, you know, when you first started, what would you feel like the biggest learning curve was for you? Was it just the focus or was there anything else that was missing?
Figuring out, one, your target market— where do you actually want to do business? And then two, what type of property should you actually go after in those target markets? That was my biggest challenge, is, okay, first I pulled a list of 3,000 properties in a county. Okay, if it's only 600 of that 3,000 that I really want to buy, how do I narrow my list down from 3,000 into 600? And then how do I really go deep into finding who these people are that own these properties, connecting with them on the phone? So my biggest challenge was I have to understand the markets that I'm going after, the properties I'm going after, to know exactly what these properties could be worth. And for me, it was becoming a student of a few markets. Because my model is all about going after bigger deals. And yeah, that ultimately means, um, probably less deals, but it means a little bit more due diligence up front because it's not simply buying a property at 60 cents or 70 cents on the dollar and selling it at market. It's buying a property, subdividing it, going through the process. Where should I actually be and what should I actually be doing there to make money?
Yeah, and you made a good point too about people just sending deals, and it made me think where most beginners mess up What would you say would be the main reason like new land investors don't get this business model dialed in? Is it just lack of awareness, selecting the wrong markets and not partnering with funders correctly? Like what's your take on that?
I mean, I think it does go back to focus, is just mastering something and doing something really well before you scale up.