The Land Investing Business Secrets

Jessey at Pebble
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Oct 30, 2025 • 41min

State of Land Investing and Exit Strategies (Podcast Ep#148)

In this discussion, Scott Morongell, an active land investor and founder of Action Land Academy, shares key insights into the evolving land market. He highlights the rise of targeted marketing strategies, emphasizing the shift from a spray-and-pray approach to precision in messaging. Scott discusses the importance of building trust with buyers to avoid contract retrades and the critical role of vetting builders. He also outlines how he’s focusing on proven strategies amidst tighter inventory and rising rates, ultimately streamlining his approach to land investing.
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Oct 23, 2025 • 43min

Let’s Be Honest, Land: From Hiring to Profits (Podcast Ep#147)

Clay Hepler, a seasoned land investor and coach, dives into the nitty-gritty of scaling land businesses with Jessey. He emphasizes the importance of strategic hiring to avoid burnout and the traps of emotional decision-making. Clay discusses how to achieve 'escape velocity' in business and focuses on understanding net profit over gross revenue. He also breaks down effective marketing strategies, advising on realistic ROI expectations. Plus, he introduces the Landman Challenge, geared towards helping entrepreneurs implement solid business practices.
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13 snips
Oct 16, 2025 • 42min

Targeted and Honest Messaging Wins Him Deals (Podcast Ep#146)

Josh Travis, a former Air Force pilot turned successful land investor, shares insights on building a self-sustaining business. He emphasizes the difference between doing deals and building systems for growth. Listeners learn about the power of honest, story-based direct mail that resonates with potential clients. Josh discusses the Traction framework that helped streamline his operations and the importance of nurturing human connections over chasing quick sales. He also reflects on his experiences with subdivide projects and the lessons learned along the way.
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Oct 2, 2025 • 36min

From Flips to Development: Turning Raw Land into Builder-Ready Lots (Podcast Ep#145)

Brandon Cobb, a land developer specializing in horizontal development, shares his journey from house flipping to creating builder-ready lots. He discusses the advantages of pre-selling lots to national builders as a risk management strategy. Brandon provides insights into the approval process, typical timelines, and the importance of building strong relationships with builders. He also highlights common pitfalls for new developers dealing with municipalities and shares a case study on a successful 74-lot project, revealing key costs and lessons learned.
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Sep 4, 2025 • 38min

The Subdivide vs. Develop Playbook for Land Investors (Podcast Ep#144)

Join Ricardo "Revenue Rick" Giles, a savvy land investor who specializes in zoning and residential density, as he reveals how to maximize land profits. He discusses the importance of understanding land value over structures and shares his strategies for identifying the right counties to invest in. Learn about his decision-making process for subdividing versus developing, his offer anchor of 60 cents on the dollar, and how simple pre-development moves can accelerate sales. Plus, discover the rising trend of mobile home packages as an affordable solution!
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Aug 21, 2025 • 48min

Why Land Beats Houses in Real Estate (Podcast Ep#143)

What happens when a pro hockey player walks away from the rink and reinvents himself in real estate?In this episode, Jessey talks with Scott Morongell, who went from chasing pucks to chasing deals. After concussions cut his hockey career short, Scott dove headfirst into sales, multifamily syndications, and eventually found his stride in land investing.You’ll hear how Scott pivoted through multiple business cycles, why he doubled down on land, and the creative strategies that keep him winning no matter where the market moves.In this episode:From hockey injuries to building wealth through real estateWhy land deals can outperform houses in profit and simplicityThe marketing channel Scott trusts most in today’s marketHow to pivot, cut losses fast, and stay creative in business
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Jul 31, 2025 • 38min

Getting Creative With Land: Solar, Commercial and AI (Podcast Ep#142)

Alex Toma, a land investor with a background in commercial real estate, shares his innovative approach to transforming undervalued land into high-value deals. Discover how he successfully partners with solar companies without owning the land and employs zoning strategies that can exponentially increase property value. Alex also dives into the use of AI tools to streamline due diligence and enhance property marketing. Plus, he reveals his unique daily 50-text method for generating high-quality leads, proving that creativity and technology can drive success in land investment.
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Jul 17, 2025 • 44min

Running A Land Business In A Different Culture Doesn't Stop Her! (Podcast Ep#141)

Efrat, an Israeli land investor, is flipping U.S. properties without ever stepping foot in the country. She discusses navigating cultural and bureaucratic challenges, proving that a background in architecture isn’t necessary for success in real estate. By building a supportive community in Israel, she’s transformed obstacles into opportunities. Efrat also shares insights on tailoring ads to buyers, using multilingual communication to build trust, and the pivotal moment that led her to hire a virtual assistant.
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Jul 3, 2025 • 39min

Common Sales Misconceptions & Objection Handling (Podcast Ep#140)

In this discussion, sales coach Jen Way, a former marine science grad who transitioned from real estate to teaching conversational sales, shares her transformative journey. She reveals how her bartending days honed her sales skills and offers insights into building rapport and handling objections. Jen emphasizes that anyone can excel in sales with practice and curiosity. She also debunks common misconceptions and highlights the importance of genuine conversations over automation in the sales process.
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Jun 19, 2025 • 37min

Why Smaller Land Deals Can Lead to Bigger Profits (Podcast Ep#139)

Some investors go big to win big — but Hunter built a thriving land business by doing the opposite.In this episode, Jessey sits down with Hunter to break down how he flips smaller, rural parcels at scale for outsized returns. You’ll hear how a college side hustle turned into a full-time business, why he avoids blind offers, and how he’s built passive income by offering seller financing to buyers who weren’t even looking.With just two VAs and a tight system, Hunter is moving 100+ deals a year — using creative direct mail, a smooth checkout experience, and 27 marketing channels to keep his pipeline full.In this episode:How flipping low-cost rural parcels led to 100+ deals a yearCreative seller financing that converts casual browsers into buyersDirect mail strategies that stand out — without using blind offers

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