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

...