Advertise on podcast: The REtipster Podcast | Land Investing & Real Estate Strategies

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 wholesaling saved his business, and the real roadmap to building long-term wealth in real estate. If you're into land investing, land flipping, or building a real estate portfolio, this conversation is packed with practical insights. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

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 the way, he walked me through a $100,000 survey mistake in Maine, explained why his team moved away from high-volume mailers toward leaner strategies, and shared why land restrictions are killing deals that look good on paper. We also dig into the Land Unconference, which Dave founded and is taking a break from in 2026 before bringing it back in 2027. He talks about why he started it as an introvert, what makes it unlike any other land event, and what burned him out after running four or five of them in a single year. We also cover the problems he ran into with national title companies and his vision for growing revenue from $3M to $ 10M. Dave is also launching a new podcast under the REtipster network called Leadership in Land, focused on the people side of the business. If you want to know what it really takes to build and sustain something in land investing right now, this is an episode worth hearing. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

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!  📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

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 judgment, and how real estate investors (especially land investors) can start using AI to gain a serious edge. If you’re trying to scale your business, free up time, or just understand where things are going, this is a conversation you don’t want to miss. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

262: In this episode of the REtipster Podcast, I talk with Cody Cuvillier, a land investor who built a full-time land investing business while serving as an Army officer and Apache helicopter pilot. (Show Notes: REtipster.com/262) Cody shares how he went from treating land investing as a side hustle to building a structured, KPI-driven company with a team that handles cold calling, texting, acquisitions, and follow-up. We talk about the moment in early 2025 when he almost quit, why his business stalled, and the realization that changed everything: he simply wasn’t generating enough leads. Since then, Cody has tripled his lead flow, rebuilt his acquisition systems, and implemented daily accountability across his team. He also explains the exact KPIs he tracks, how he structures his acquisition pipeline, and what it takes to scale toward a $1M gross profit goal without destroying margins. If you're trying to build a scalable land investing business in 2026, this conversation is packed with practical insights you need to hear!   📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

261: Most people think their retirement accounts can only invest in stocks, mutual funds, and index funds. But that’s not actually true. (Show Notes: REtipster.com/261) In this episode, I talk with Henry Yoshida, CEO of RocketDollar, about how investors can use self-directed retirement accounts to invest in alternative assets like real estate, land deals, startups, and private investments. Henry spent a decade at Merrill Lynch, built a robo-advisor acquired by Goldman Sachs, and now helps investors unlock retirement money for deals most people assume they can’t access. Special Offer: Save $100 on your new RocketDollar account when you use the code 'REtipster' at checkout! 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

260: A few years ago, JB was running a 7-figure land investing business built almost entirely on direct mail and blind offers. Now? Things have changed. (Show Notes: REtipster.com/260) In this episode, we talk honestly about what’s not working in land investing anymore, why “send more mail” isn’t the answer, and how JB pivoted from small land flips to large subdivide deals and million-dollar acquisitions. We talk about tighter margins, rising competition, double-closes, ROAS collapse, and the uncomfortable questions most land investors are asking privately but not publicly. This isn’t hype. It’s a real conversation about adapting your real estate strategy when the market shifts. If you’re a land investor, thinking about getting into land flipping, or questioning your current business model, this episode will give you a lot to think about. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

259: For years, Mike Ferreira was one of the heavy hitters in the land investing space. He built a highly automated land flipping business, selling owner-financed properties with huge margins and predictable cash flow. Until it stopped working. (Show Notes: REtipster.com/259) In this episode, Mike shares how market shifts, junk land, seller financing risk, and ego led to the collapse of his real estate strategy—taking him from millionaire status to deep debt. This isn’t a highlight reel. It’s an honest conversation about what happens when success blinds you, why ultra-cheap land can become dangerous, and what land investors need to rethink about owner financing in today’s market. If you’re building a real estate portfolio or relying on cash flow from land, this episode might save you years of pain.   📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

In this quarterly market update, Seth Williams and Neil Clements unpack what’s happening in the land investing world right now. They discuss why some land deals are booming while others are bleeding money, how market demand has shifted since 2023, and what strategies are helping investors survive and thrive in 2026. (Show Notes: REtipster.com/Feb2026) Neil shares real-world case studies, lessons learned the hard way, and why he's all-in on manufactured homes as the next big opportunity. If you’re struggling with deal flow, funding, or figuring out where to invest, you’ll get a ton of clarity from this conversation. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

258: In this episode, I'm talking with Don Healy, the creator of the Site Facts Report, a tool I used myself, and was shocked at what it uncovered. (Show Notes: REtipster.com/258) If you're investing in land or planning to build, you should understand what this report is and what it can reveal. For $500, it can save you tens of thousands, and even help you avoid some deals you'd otherwise regret. We break down who should use this report, when to order it, and how it fits into your land-buying strategy. Whether you're flipping, building, or just holding land, this is a critical step most investors overlook. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

257: In this episode, I’m joined by Kay Walker, a former short-term rental powerhouse who built a portfolio of 100+ Airbnb units before pivoting into land investing. (Show Notes: REtipster.com/257) We talk about her first accidental land deal, how she made more money with fewer headaches, and why she intentionally keeps her business small. Kay reveals how her STR experience shaped her land approach, how she transformed her direct mail strategy, and why control and creativity give her the edge. We also dig into her standout marketing tactics, why she mails everything herself, her thoughts on being a woman of color in this space, and what she’d do differently if she had to start over. If you want to learn land from someone who doesn’t follow the typical playbook, this is it. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

256: In this episode, I sit down with Jon Jasniak. Jon built a $13M+ land empire by specializing in large-scale land deals, subdividing properties, and selling with seller financing. He even bought an entire town in West Texas (yes, really). (Show Notes: REtipster.com/256) We talk about how he got started, why he left a $200K engineering job, the power of Facebook ads, big wins and costly mistakes in subdivisions, and how he plans to scale to $100M. If you’re into land flipping, seller financing, or developing property at scale. This is a must-listen! 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

255: In this episode, I talk with Jeremy Brown, a land investor with a fascinating backstory. Before land, Jeremy spent 17 years in publishing, helping authors write and market books in a way that built authority and launched businesses. (Show Notes: REtipster.com/255) But when his son was born with severe bilateral clubfoot, everything changed. His family hit the road in a sprinter van, traveling the country for treatment, and land investing became the only thing that could keep them financially afloat while working 10–15 hours a week. We cover Jeremy’s pivot from publishing to real estate, how he made over $18K on a deal that paid for critical treatment, the power of storytelling in seller conversations, and the “BURN” framework that helps investors unlock off-market deals by using their life story. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

254: In this episode, I’m talking with Claude Diamond, a legendary sales coach, real estate investor, former attorney, and the creator of the G.U.T.S. Sales Method. In this conversation, we dive deep into how real persuasion works in real estate and why most land investors get it completely wrong. (Show Notes: REtipster.com/254) We covered the real psychology of sales: why most training misses the mark, how to turn prospects into the salesperson, the power of silence, emotional decision-making, qualifying fast with a 3-minute timer, and why enthusiasm + value beats every script. Claude shares raw stories, role-plays, and his “Gut Selling” philosophy that’s made him financially free and is still helping investors worldwide. If you’re tired of rejection, shiny-object syndrome, or just sending more mail without better conversations, this is the one you’ve been waiting for. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...

253: I sat down with Drew Haney, founder of Rooster Capital, to get an inside look at what it’s really like to be a land funder. Drew has funded over 700 land deals, and in this episode, he shares his entire process, from vetting operators, managing money partners, structuring JV agreements, to protecting against losses. (Show Notes: REtipster.com/253) Drew also opens up about the emotional toll this business can take, why he chooses people over profits, and how he balances relationships on both sides of the deal. Whether you're a land flipper, land investor, or funder, this episode will change how you think about funding land deals. 📊 Manage Land Deals Like a Pro with Stride CRM Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) Avoid the 21 most deadly land-buying blunders 👉 10X Your Income from Land Investing Learn how to start and supercharge your land investing business ...