The REtipster Podcast | Land Investing & Real Estate Strategies

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 CRMBuilt for Land Investors! Organize leads, track deals, and close faster🔎 Land Portal: The Data Edge Every Land Investor NeedsGet 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 InvestingLearn 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 CRMBuilt for Land Investors! Organize leads, track deals, and close faster🔎 Land Portal: The Data Edge Every Land Investor NeedsGet 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 InvestingLearn 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 CRMBuilt for Land Investors! Organize leads, track deals, and close faster🔎 Land Portal: The Data Edge Every Land Investor NeedsGet 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 InvestingLearn 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 CRMBuilt for Land Investors! Organize leads, track deals, and close faster🔎 Land Portal: The Data Edge Every Land Investor NeedsGet 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 InvestingLearn how to start and supercharge your land investing business...

Neil Clements, real estate investor specializing in subdivisions and manufactured housing, shares quick quarterly market updates. He contrasts fast vs. stuck deals and explains why utilities, loan timing, and pricing shifts matter. He highlights manufactured housing, capital tightening, and hyperlocal strategies to navigate the 2026 land market crash.

Don Healy, creator of the Site Facts Report and former builder with an engineering background, explains his $500 land due-diligence tool. He discusses virtual site walks, hidden public data, zoning and soils pitfalls, when reports save deals or kill them, and how to spot listings that mislead. Practical timing, DIY limits, and when issues become opportunities are also covered.

Kay Walker, a real estate entrepreneur who built 100+ short-term rentals before pivoting to land investing. She tells the story of an accidental high-profit land flip, why she keeps her operation intentionally small, and how hands-on direct-mail and in-house disposition give her an edge. She also discusses local markets, creative offer structures, and leaning into authenticity and video for marketing.

Jon Jasniak, a land investor and developer who built a multi-million dollar land business and even bought the Texas town of Cornutis. He explains leaving engineering to scale land deals, using Facebook ads and MLS to source big parcels, the trade-offs of subdividing at scale, seller-financing strategies, and how Cornutis serves as a branding and marketing experiment.

Jeremy Brown, a land investor and managing partner at Legacy Acres who left a 17-year publishing career, tells how van life, family medical needs, and storytelling shaped his land business. He discusses a pivotal $18K deal that funded treatment, using books and the BURN framework to win off-market deals, and focusing locally while scaling complex rezoning and subdivision projects.

Claude Diamond, a renowned sales coach and creator of the G.U.T.S. Sales Method, dives into the art of persuasion in real estate. He shares insights on how emotional decision-making can turn prospects into sellers and the importance of silence in conversations. Learn his three-minute qualification timer technique and why delivering value triumphs over charisma. Claude emphasizes the joy of ethical selling and building client relationships while discussing methods to handle difficult situations with grace.