The REtipster Podcast | Land Investing & Real Estate Strategies

Hosted by Seth Williams

Business Entrepreneurship EducationInterviews guests

Website RSS feed

Episodes

293

Latest episode

Aug 2026

Language

About the show

Discover how to make great money in land investing, self-storage, rental properties and other unique real estate niches—without taking huge risks or sacrificing your lifestyle. The REtipster Podcast is the go-to resource for new and experienced land investors and real estate professionals. Host Seth Williams pulls back the curtain on his successful land flipping business and self-storage portfolio, sharing proven strategies to help you skyrocket your income, quit your day job, and achieve financial freedom—WITHOUT risking your life savings. Each episode covers essential land investing strategies, real estate business tips, and actionable advice to keep you ahead in today's market. Learn exactly what works (and what doesn’t) directly from Seth’s decade-plus experience as a land investor, self-storage investor, and online educator. Join thousands of successful land investors and entrepreneurs who tune in weekly to gain real-world insights and inspiration to crush it in their real estate businesses.

Listen to episodes

60 recent

August 18, 2026Episode 2811 hr 15 min

The Business Model That Survives Every Recession w/ Drew Haney and Mike Balcom

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 ...

August 11, 2026Episode 2801 hr 2 min

The REtipster Podcast Network: Three Voices, One Land Community

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 ...

August 4, 2026Episode 2791 hr 29 min

From Survival Mode to New Perspective w/ Seth Drehle-Ewan

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 ...

July 28, 2026Episode 2781 hr 16 min

The Google Ads Framework for Land Deals w/ Rick Sheldon

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 ...

July 21, 2026Episode 2771 hr 8 min

How Great Closers Build Trust Fast w/ Katie Desmarais

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 bottleneck How to build trust with sellers The right words that move deals forward Coaching, accountability, and leadership Why overfiltering leads can hurt your business How to create a land business that supports your lifestyle If 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 ...

July 14, 2026Episode 2761 hr 1 min

The Forestry Angle Nobody Sees w/ Luke Harris

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 ...

July 7, 2026Episode 2751 hr 16 min

The Lead Conversion Framework That Works w/ Nicholas Nick

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 ...

June 30, 2026Episode 2741 hr 9 min

When the Side-Hustle Becomes Everything w/ Ann Danielson

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 without direct mail or cold calling, and what it feels like when the stakes suddenly get very real. This conversation goes way beyond land investing. It’s about identity, risk, reinvention, and choosing the kind of life you actually want to build. If you’ve ever wondered whether you’re ready to leave the safe path, this episode will hit home. 📊 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 ...

June 23, 202656 min

How Top Land Investors Survive Tough Markets (2026 Mid-Year Update)

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 investors who survive tough markets from those who struggle. If you're a land investor, real estate investor, or entrepreneur trying to navigate today's market, this conversation offers a valuable perspective on where things stand and where opportunities may be emerging. 📊 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 ...

June 16, 202639 min

The Future of Land Investing Is Here

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 systems, call summaries, direct mail tracking, e-signatures, API integrations, and agentic AI tools like Claude that can actually perform tasks for you. Whether you use Stride CRM , Land Portal , or something else entirely, the goal is the same: give your time and mental bandwidth back while building a more scalable land investing business. 📊 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 ...