The Land Investing Business Secrets

Hunter and Kevin join Jessey to talk about what’s really working right now in land—from cold calling to custom mailers, market selection, follow-up, and why land investors’ "laziness" is your biggest competitive advantage.Both run separate land businesses but teamed up to create a community-focused course aimed at helping people scale smarter. In this episode, they break down the tools, tactics, and realities of growing a land business in 2025.What you’ll learn:• Why mailing is back and still performing• The ROI of custom mailers vs bulk volume• Cold calling and texting tips from a house-flipping background• Why most land investors don’t follow up (and how to win by doing it)• How to train VAs for market selection, data scrubbing, and pricing• Building a lean team with clear roles (Hunter’s setup)• How to find good realtors and build long-term relationships• The one thing they’d do differently if starting over today• A behind-the-scenes look at their Plot Profit Academy course

College dorm to full-time investor. Owen Scott shares how he built a lean virtual wholesaling business with consistent deal flow and low overhead. In this episode, he breaks down his cold calling process, AI trends, direct mail strategy, and how he’s stacking lists for high-response marketing while staying efficient with a small team.What you’ll learn:• How Owen closed 6 deals in 6 months, starting from his dorm room• Why he switched from mass cold calling to hyper-targeted lists• How he uses handwritten mail to get 6–7% response rates• Why local relationships still matter• The three exit strategies he's using now• Tips for staying efficient, scaling lean, and managing your time• How regulations in South Carolina are reshaping his approach

Young entrepreneur Vikram shares his impressive journey of earning over $150K in land profit within just seven months. He discusses the importance of hiring a texter early to manage lead qualification, which has freed him to focus on closing deals. Vikram emphasizes direct mail as his top method for attracting high-quality leads and reflects on his past mistakes with pricing strategies. He offers valuable advice for newcomers, urging them to prioritize action and conversations over minor setup concerns. Look out for his next marketing experiment!

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.

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.

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.

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.

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!

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

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.