The REtipster Podcast | Land Investing & Real Estate Strategies

Epizode

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  The REtipster Podcast Network: Three Voices, One Land Community 11.08.2026 1h 2min

  280: In this episode, I sit down with Neil Clements and Dave Dennison to discuss the evolution of the REtipster Podcast Network, how the land investing market has changed, and what strategies are still producing results today. (Show Notes: REtipster.com/280) We talk about on-market subdivides, seller financing, specialization, AI tools, lead generation, money velocity, and the biggest mistakes land investors are making in today's market. If you're a land investor trying to adapt to changing c...
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  From Survival Mode to New Perspective w/ Seth Drehle-Ewan 04.08.2026 1h 29min

  279: A lot has changed since Seth Drehle-Ewan first appeared on the REtipster Podcast. (Show Notes: REtipster.com/279) Back then, he was a young land investor building a business with his brother, Bryce. Today, they're running a very different operation, focused on larger land deals, minor subdivisions, and a more targeted real estate strategy. But this conversation goes far beyond land investing. About a year ago, Seth experienced a severe case of Ramsay-Hunt syndrome that completely changed...
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  The Google Ads Framework for Land Deals w/ Rick Sheldon 28.07.2026 1h 16min

  278: In this episode, I sit down with Rick Sheldon to discuss how he built a highly intentional Google Ads strategy for finding off-market land deals. (Show Notes: REtipster.com/278) Rick shares how he transitioned from residential wholesaling into land investing, why his first acquisition model failed, and how a simple PPC funnel transformed his business. We also break down lead qualification, conversion tracking, negative keywords, AI tools, land subdivisions, seller funnels, and scaling a ...
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  How Great Closers Build Trust Fast w/ Katie Desmarais 21.07.2026 1h 8min

  277: Most land investors think success comes from pricing, data, and marketing (Show Notes: REtipster.com/277) But after talking with Katie Desmarais, it’s clear that sales conversations, leadership, and team development are what separate struggling operators from scalable land investing businesses. In this episode, Katie breaks down how she transitioned out of the day-to-day grind, trained her team to operate independently, and improved land deal conversions through better communication and ...
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  The Forestry Angle Nobody Sees w/ Luke Harris 14.07.2026 1h 1min

  276: In this episode, I sit down with Luke Harris to talk about how the land business has changed over the past decade and why some investors are still thriving while others have disappeared. (Show Notes: REtipster.com/276) Luke shares how he evolved from the old desert square model into larger land deals with multiple exit strategies, including timber harvesting, listings, and creative acquisitions. We also get deep into the realities of timber deals, how to evaluate wooded land, what most i...
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  The Lead Conversion Framework That Works w/ Nicholas Nick 07.07.2026 1h 16min

  275: Most real estate investors think lead generation is the hard part. But in reality, the biggest problem is usually lead conversion. (Show Notes: REtipster.com/275) In this episode of the REtipster Podcast, I sit down with Nicholas Nick from Lead Mining Pros to talk about what actually happens after the leads come in. We cover cold calling, seller psychology, follow-up systems, emotional intelligence, and why so many investors accidentally kill deals before they ever have a chance to close...
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  When the Side-Hustle Becomes Everything w/ Ann Danielson 30.06.2026 1h 9min

  274: What happens when your side hustle becomes your only income? (Show Notes: REtipster.com/274) In this episode, I talk with Ann Danielson about leaving behind a decades-long teaching career overseas to go all in on land investing. Ann shares the reality of walking away from stability, navigating uncertainty, and building a land business centered on freedom rather than constant hustle. We talk about subdivides, why straight land flips stopped working for them, how they find off-market deals...
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  How Top Land Investors Survive Tough Markets (2026 Mid-Year Update) 23.06.2026 56min

  The land investing market has changed dramatically over the past few years, and in this episode, Neil Clements joins me to break down what's really happening behind the scenes. (Show Notes) We discuss why the market has become increasingly buyer-friendly, how interest rates continue to shape land values, why margins are shrinking, and what successful investors are doing to adapt. We also dive into competition, cash flow strategies, AI tools, land pricing trends, and the habits that separate i...
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  The Future of Land Investing Is Here 16.06.2026 39min

  The future of land investing isn't coming; it's already here, and it's creating a bigger gap between investors every day. (Show Notes) The land investors pulling ahead today aren't necessarily smarter or working harder. They're using automation, AI agents, CRM workflows, and property data tools to eliminate busywork, respond faster, and make better decisions. I'll walk through the specific capabilities your CRM and operating system should have, including AI call handling, automated follow-up ...
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  Turning Raw Land Into Housing That Sells Fast w/ Robert Howell 09.06.2026 1h 3min

  273: In this episode, I talk with Robert Howell, a mobile home investor and land developer who’s built an incredible business around affordable housing. (Show Notes: REtipster.com/273) Robert owns 28 mobile home parks and focuses heavily on land-home packages: buying raw land, placing manufactured homes on it, and selling them to first-time homebuyers. It’s a powerful real estate strategy that combines land investing, development, and retail sales into one scalable model. We break down how he...
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  0% Business Credit: Too Good to Be True? Ari Page Explains 02.06.2026 57min

  272: In this episode, I sat down with Ari Page, CEO of Fund & Grow, to break down how investors can access 0% business credit and use it like a line of credit to fund real estate deals. (Show Notes: REtipster.com/272) We talked about how this strategy actually works, how much funding you can realistically expect, and where it makes sense (and where it absolutely doesn’t). If you’re a land investor or real estate investor trying to scale without relying on traditional lenders, this is a po...
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  Real Estate vs. Stocks: The Hidden Profit Link w/ Jason Brown 26.05.2026 1h 2min

  271: In this episode, I sat down with Jason Brown to unpack how stock trading (especially options) can actually mirror real estate investing more than you might think. (Show Notes: REtipster.com/271) We talked about how he lost six figures early on, rebuilt from scratch, and eventually made a $400K trade by spotting trends before they played out. What stood out to me is how similar his approach is to land investing: finding undervalued opportunities, understanding market behavior, and acting ...
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  Timberland: The Overlooked Asset Class w/ John Brenard 19.05.2026 1h 5min

  270: In this episode, I sat down with John Bernard from Southview Timber to break down how timberland investing actually works, and why it’s one of the most overlooked real estate strategies out there. (Show Notes: REtipster.com/270) We talk about how timberland produces income, how deals are structured, and why this asset class has quietly created long-term wealth outside of traditional real estate and stocks. John also explains how they find deals without marketing, how timber is valued, an...
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  Why Your Land Deals Aren’t Closing w/ Ajay Sharma 12.05.2026 1h 19min

  269: In this episode, I sat down with Ajay Sharma about why deals feel harder to find, what’s changed since the “easy deal” days, and the one skill that can completely transform your results: sales. (Show Notes: REtipster.com/269) Ajay also shares how he’s pivoted into curative title work, how he’s still doing high-margin deals, and why most investors are leaving serious money on the table. If you’ve been wondering whether land investing still works in 2026, this conversation will give you a ...
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  The Changes Every Land Investor Must Make w/ Travis King 05.05.2026 1h 28min

  266: In this episode, I sit down with Travis King to break down what’s really going on in today’s land investing market. (Show Notes: REtipster.com/266) A lot of investors are doing the work, sending mail, generating leads, and talking to sellers, but they still aren't seeing results. So what’s actually broken? Is it the market, the marketing, or something deeper? We dig into the biggest challenges land investors are facing right now, including market selection, lead quality, deal structure, ...
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  The Power of "Problem Properties" w/ Courtney Fricke 28.04.2026 1h 13min

  268: In this episode, I sit down with Courtney Fricke to talk about a side of real estate investing that most people avoid. (Show Notes: REtipster.com/268) We’re talking about title problems, probate issues, stacked liens, and all the complicated situations that scare investors away… and how those problems can actually create some of the best opportunities. Courtney explains how she’s built her business around creative finance, curative title work, and deal structuring, and why she’d rather c...
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  Fast, Medium, Slow Money Explained w/ Chris Rood 21.04.2026 1h 4min

  267: In this episode, I sit down with Chris Rood to break down how he went from running quick lube shops to building a massive real estate portfolio with mobile home parks, land home packages, and smart investing strategies. (Show Notes: REtipster.com/267) We talk about the concept of fast, medium, and slow money, how to pivot when markets shift, and why affordable housing (especially mobile homes) is one of the biggest opportunities right now. Chris also shares the mistakes he made, how whol...
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  The New Reality of Land Investing w/ Dave Denniston 14.04.2026 1h 6min

  265: Dave Denniston is back on the REtipster Podcast to talk about his pivot into curative title investing, why he stopped sending 60,000 mailers a month, and what the land business really looks like from the inside of a $3M+ operation. (Show Notes: REtipster.com/265) Dave is one of the most active investors I know, and in this conversation, he gets refreshingly honest about what is working and what is not. He made over 800 cold calls just to close his very first curative title deal. Along th...
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  The Land Market Has Shifted. Here's What Works Now. 07.04.2026 1h 13min

  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. ...
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  The AI Shift No One Is Ready For w/ Callan Faulkner 31.03.2026 21min

  263: I sat down with Callan Faulkner to talk about what’s actually working with AI right now and how it’s changing the way we build and run businesses. (Show Notes: REtipster.com/263) A year ago, AI felt like a cool tool. Today, it’s becoming the operating system behind everything. In this conversation, we break down how AI agents, automation, and custom-trained systems are replacing manual work and unlocking massive leverage. We also talk about what’s overhyped, what still requires human jud...