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

286: Most real estate investors know how to chase deals. But what happens when you don't want to do that forever? (Show Notes: REtipster.com/286) In this episode, I talk with Matt Love from SDIRA Wealth, a builder and developer that constructs brand new single-family homes designed from the ground up to be rental properties. Matt explains how his team picks markets (right now, four of them across Texas), why they build with rental-friendly materials like brick exteriors and luxury vinyl plank flooring, and how buyers get direct deeded ownership instead of a share in someone else's syndication. We also talk through the numbers: the 6 to 9 percent cap rates his team targets, what kind of cash flow a $250,000 new build actually produces, and how cash flow, principal paydown, depreciation, and appreciation stack together into a return you won't see by looking at your bank account alone. Matt also breaks down cost segregation, 1031 exchanges, financing options from DSCR to non-recourse loans, and the Freedom Five formula, the idea that five well-chosen rentals can replace about $100,000 a year in passive income. We also spend some time on who this model is NOT for, because it definitely isn't for everyone. If you've ever wondered how you'll eventually step back from active deals, this conversation will give you a real framework 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 ...

285: In this episode, I sit down with Jeremiah Boucher, founder and CEO of Patriot Holdings, to unpack how he went from losing everything in the 2008 real estate crash to building a commercial real estate portfolio of roughly 100 properties. (Show Notes: REtipster.com/285) Jeremiah has spent more than two decades investing in alternative real estate assets, with a major focus on self-storage, manufactured housing communities, and small bay industrial properties. What I found especially interesting is how his strategy has evolved. He started in single-family real estate, got wiped out in 2008, rebuilt through mobile home park investing, expanded into self-storage, and eventually found another opportunity hiding in plain sight: small bay industrial or flex industrial space. We talk about why these seemingly different asset classes have more in common than you might think, why diversified streams of tenant income matter, and why “boring” real estate can sometimes provide a much stronger competitive edge. Jeremiah also explains how greed and FOMO influenced his decisions before 2008, and what he looks at differently today when deciding whether an opportunity is actually worth pursuing. We also cover owner financing, raising private capital, real estate funds, value-add investing, property management, manufactured housing development, and the challenges of scaling a real estate portfolio across multiple markets. If you're interested in self-storage investing, mobile home parks, small-bay industrial, commercial real estate, land development, or finding a real estate strategy with sustainable cash flow, there’s a lot to unpack here. 📊 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 (Encore): AI isn't just answering questions anymore. It's getting legitimate work done in our businesses. (Show Notes: REtipster.com/263) In this conversation with Callan Faulkner, we dig into what that means for land investors, real estate entrepreneurs, and business owners who are tired of being the bottleneck in their own companies. Since we originally recorded this episode, I've implemented several of these ideas in my own business. One AI system can take a state, county, and parcel number and hand me back a due diligence report with a satellite map—something that used to take me the better part of an hour to assemble manually. Callan explains how she's using Claude, Claude Cowork, AI skills, scheduled tasks, and more than 50 AI employees inside her business. We also talk about building an AI knowledge base for complicated real estate deals, training AI on your own land investing expertise, helping VAs make better decisions, and capturing the valuable intellectual property that's already sitting inside your head. But this isn't a conversation about handing every decision over to AI. We also get into where humans still matter most, why critical thinking may become more valuable as AI improves, the risks of giving AI access to sensitive information, and how to decide which automations and software projects are actually worth building. If you're a land investor wondering how AI fits into your real estate strategy, this conversation should give you a lot of practical ideas. 📊 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 episode, I’m digging into one of the biggest economic questions of our lifetime: what happens when intelligence becomes cheap? (Show Notes) AI can already write, code, research, analyze documents, answer customers, create images, automate workflows, and help one person accomplish work that once required an entire team. But what does that mean for employees, entrepreneurs, investors, parents, and the future of real estate? The evidence so far is complicated. AI isn’t causing mass unemployment across the economy, but there are early warning signs, especially for younger workers in jobs where AI can automate entry-level tasks. At the same time, AI is producing enormous productivity gains and giving entrepreneurs capabilities that were once available only to much larger companies. I also explore why the rise of AI could make ownership, physical assets, infrastructure, energy, and land increasingly important. AI may live “in the cloud,” but data centers need real estate, electricity, water, fiber, roads, transformers, and physical infrastructure. For land investors and real estate investors, that raises a fascinating question: instead of only asking where people are going, should we also be asking, where is the power? We’ll also look at which careers may be more resilient, what parents should teach their kids, why agency and judgment could become more valuable, and the five things I’m focusing on to prepare for the next 10–20 years. 📊 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 2026 Q3 market update, I’m sitting down with Neil Clements to look at what’s actually happening with buyers, sellers, home prices, migration, interest rates, land investing, and the broader real estate cycle. (Show Notes) One of the biggest changes is the growing imbalance between buyers and sellers. According to the data Neil discusses, many of the markets that boomed during COVID, including parts of Texas, Florida, Tennessee, Arizona, and other Sunbelt markets, have shifted dramatically toward buyers. We also talk about why new construction is creating problems for existing homes, how the mortgage “lock-in effect” is limiting motivated sellers, and why rural and exurban land demand isn’t what it was a few years ago. Then we get into the bigger question: Are we approaching the end of an 18-year real estate cycle? Neither of us has a crystal ball, and this isn’t about predicting an exact crash date. The more useful question is what land investors and real estate flippers can do right now to protect themselves if prices continue moving lower. Neil explains why he’s tightening his underwriting, reducing leverage, cutting stale inventory faster, paying closer attention to local market data, and becoming much more selective about the properties he buys. If you’re involved in land flipping, land development, manufactured homes, house flipping, or any other short-term real estate strategy, this market deserves your attention. 📊 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 ...

284: In this episode of the REtipster Podcast, I'm sitting down with Logan Fullmer for our third deep dive into curative title investing, a real estate strategy built around properties most investors won't touch. (Show Notes: REtipster.com/284) Logan buys ownership interests in properties with broken chains of title, unresolved estates, multiple owners, liens, judgments, delinquent taxes, and other problems that can make conventional buyers walk away. But this conversation goes well beyond explaining what curative title is. We talk about how Logan has shortened his cash conversion cycle from a year or longer to roughly 90–120 days, how his team identifies the right distressed property owners to cold call, why some of his best opportunities aren't technically complicated at all, and how he protects himself with what he calls a margin of safety. We also get into the human side of these deals. What happens when siblings hate each other? When an owner moves into the property? When someone lies about the family tree? Where is the ethical line when you're buying a potentially valuable ownership interest for a tiny fraction of the property's eventual value? Logan also explains why more curative title investors entering the market haven't materially affected his business, which parts of this real estate strategy beginners should focus on first, and why discipline may matter more than technical knowledge. And since it's 2026, we dig into AI too, including one of Logan's biggest warnings for entrepreneurs: don't spend months building an AI solution when somebody has already built the tool you need for a few hundred dollars a month. If you're interested in real estate investing, distressed real estate, land investing, title problems, probate properties, cold calling, creative real estate strategies, or simply finding opportunities other investors overlook, there's a lot to unpack here. 📊 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 ...

283: Most land developers sell lots. TJ Visiodei is trying to build something much bigger. (Show Notes: REtipster.com/283) In this episode, I sit down with the founder and CEO of ACTS Decentralized Real Estate to understand how he acquires massive ranches, divides them into 5- to 15-acre parcels, and builds communities around land ownership, food production, off-grid utilities, family, faith, and long-term resilience. TJ explains why his buyers are not primarily motivated by saving money. They want independence, control over essential resources, and neighbors they can count on when life gets difficult. We also get deep into the mechanics of his land development strategy. TJ shares how his first project obtained 104% hard-money financing, how he paid off a $4 million land loan in six months, and how 12 families helped provide the equity needed to acquire a nearly $13 million property. We discuss why ACTS usually pays a seller’s full asking price, what TJ negotiates instead of price, how pre-reservations guide market selection, and why he has never studied a market’s absorption rate. TJ also explains his “Whole Foods rule,” his “Tinder rule” for identifying exceptional properties, and how ACTS can establish land values far above the surrounding comparable sales. This conversation goes beyond land investing. It explores what happens when a company makes its values inseparable from its product, why clearly expressed beliefs can attract stronger customers and employees, and what real community looks like during a personal crisis. 📊 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 ...

282: In this episode, I sit down with Joe and Jenn DelleFave to break down one of the most powerful real estate acquisition strategies available today: seller financing. (Show Notes: REtipster.com/282) Most investors understand the mechanics of owner financing, but very few know how to have the conversations that actually get sellers to say "Yes." Joe and Jenn share the exact framework they use to find motivated sellers, structure creative finance deals, negotiate terms, and acquire properties without relying on traditional bank loans. We discuss how they built a multimillion-dollar real estate portfolio using seller financing, subject-to deals, mortgage wraps, and creative negotiation strategies. They also explain how they generate inbound seller leads through Facebook groups, how they qualify motivated sellers, and the four pillars they use to structure every deal. If you're interested in seller financing, owner financing, creative finance, real estate investing, rental properties, cash flow, or building a real estate portfolio without using banks, this episode 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 ...

281: What actually works in land investing when the market slows down? (Show Notes: REtipster.com/281) In this episode, I sit down with two of my good friends: Drew Haney of Rooster Capital and Mike Baucom, my business partner at Stride CRM. We had no formal agenda, but the conversation quickly turned into a candid look at the current land market, the strategies that still work, and what separates the land investors who survive from those who quit. Drew shares insights from analyzing approximately 850 funded land deals. One of the biggest conclusions was surprisingly simple: boring, smaller land flips often produce the strongest returns. While the industry constantly promotes new real estate strategies—subdivides, entitlements, distressed property, and other value-add plays—some of the most successful land investors continue using the same basic systems they have refined for years We also discuss why the land market no longer feels like the COVID-era boom, whether another real estate crash could be coming, and why transaction volume may matter more than rising land prices. Mike, Drew, and I also get honest about entrepreneur mindset, inconsistent cash flow, failed marketing campaigns, diversification, shiny object syndrome, loneliness, AI, and the importance of building real relationships with other business owners. This conversation is about more than land flipping. It is about staying in the game, improving your systems, and learning to appreciate the difficult seasons of entrepreneurship. 📊 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 ...

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 conditions, this conversation offers an honest look at what's working, what's not, and where opportunities still exist. 📊 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 ...

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 his life. We talk about what happened, how recovery has impacted his identity, business, and relationships, and what it's like trying to navigate a major health challenge while still leading a company. We also discuss how the land investing industry has evolved, why Seth moved away from the traditional "guru" playbook, the advantages of working with family, and the importance of building a business that reflects your own strengths and values. If you're interested in land investing, entrepreneurship, resilience, personal growth, or adapting to major life changes, this episode has a lot to offer. 📊 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 ...

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 land investing business through partnerships. One of the most interesting parts of this conversation is how Rick uses Google Ads to train the platform to send more qualified land sellers while filtering out wholesalers, scammers, and low-quality leads. If you're interested in land investing, land flipping, land development, PPC marketing, or building systems that scale, you'll find plenty of actionable ideas in 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 ...

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 sales systems. We also talk about: Why most land investors become the bottleneckHow to build trust with sellersThe right words that move deals forwardCoaching, accountability, and leadershipWhy overfiltering leads can hurt your businessHow to create a land business that supports your lifestyleIf you’re building a land investing business and want better systems, stronger sales skills, and more consistent deal flow, this episode 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 ...

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 investors miss, and why becoming a licensed real estate agent opened up new opportunities in his business. If you're interested in land investing, land flipping, timber deals, or building a long-term real estate business that can survive changing markets, this conversation is packed with 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 ...

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. Nicholas shares his exact process for handling seller objections, building trust, grading leads, and staying persistent without becoming annoying. If you’re in land investing, wholesaling, or real estate acquisitions, this conversation is packed with practical strategies you can apply immediately. 📊 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 ...