Fast land investing talk for operators.
Land Academy Show is a rapid, advice-heavy real estate program centered on buying and reselling land. Steven Jack Butella and Jill DeWitt move between member wins, listener questions, interviews, and blunt operating lessons about what actually gets deals done.
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Land Academy Show is a business-minded real estate podcast focused on buying and reselling land. It is direct. Steven Jack Butella and Jill DeWitt talk like operators who have repeated the same process enough times to know where people stall, overthink, negotiate badly, or hire too late. Episodes often begin with Land Academy community wins, then shift into a practical topic such as building a small team, sending a 5,000-unit mailer, moving from side hustle to full-time investing, or refusing to let negotiation become a contest. The show likes numbers. It also likes momentum. A listener hears about signed contracts, follow-up every 30 days, properties finally moving after a stagnant stretch, deal goals tracked in spreadsheets, and the uncomfortable gap between planning a land business and actually running one. Interviews with members add another layer, because guests describe what changed after months or years of doing the work rather than only talking about strategy. The pacing is quick and conversational, with jokes and corrections slipping into the business advice. Still, the episodes keep returning to the same core ideas: choose a market, mail sellers, price with discipline, follow up, watch the pipeline, and do not confuse motion with progress. There is a coaching edge to it. The show is encouraging, but it is not soft. It pushes against overthinking, social-media comparison, and the fantasy that entrepreneurship should feel clear before action begins. It also spends time on operational decisions, including when the solo investor needs help and what early hires can remove from the founder’s plate. For new land investors, it offers a spoken workshop on the mechanics and mindset of the niche. For working investors, it is a regular check-in on process, market shifts, member examples, and the small decisions that compound into a business.
Made for: Best for aspiring or active land investors who want practical guidance on mailers, pricing, follow-up, hiring, and deal flow. It also suits real estate listeners who prefer operator stories over broad motivational talk.
What sets it apart: The show stands out by pairing land-specific tactics with messy, real-time business coaching. Its examples come through member wins, interviews, deal math, and repeated lessons about process rather than generic real estate theory.
Land wholesale experts, Steven Jack Butala and Jill DeWit, share their personal land investment/real estate business achievements, answer questions, share valuable tips, all in the name of promoting listeners’ personal and professional real estate success. Steven and Jill have been buying and selling unwanted vacant land since the 90’s and have completed the purchase and sale of more than 15,000 properties. Their experience has earned them a solid reputation in the industry as well as assisted them in gaining the respect and friendship of many of the top national real estate investment and internet marketing experts. Through Land Academy, Steven and Jill mentor ambitious real estate aspirant…
Steven and Jill make your vacant-land spreadsheet share airtime with hiring mistakes and boat-deal intuition.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A land-business interview that treats goal-setting as a working tool, not a slogan.
Land Academy Show episode 1959 brings Carl and Samantha Lathus together with Steven Jack Butella and Jill DeWitt in a conversation that keeps its focus on how a land business begins to take shape.
A plainspoken episode about how small lapses in discipline can end a land-investing run early.
Quitting a land-investing business comes across here as something quieter than a single dramatic exit. Steven Jack Nutella and Jill DeWitt walk through regrets from people who left Land Academy and later returned: skipping the work on low-motivation days, letting life crowd out…
A practical year-end land investing discussion about momentum, budgets, and staying active through quarter three.
Land Academy Show focuses on how to finish strong in land investing as quarter three winds down, with Steven Jack Brutella and Jill DeWitt framing the point that there is still time to adjust.
A grounded warning about how the wrong first hire can leave a land business stuck around its founder.
Hiring turns into a practical operating question as Steven Jack Butella and Jill DeWitt talk through the first people a land investor brings into a growing land investment company.
Short-term rental lessons from the operator side.
Steven Jack Butala and Jill DeWit discuss the first three hires land investors need to scale from solo operators.
Steven Jack Butala and Jill DeWit, hosts of the Land Academy Show, discuss strategies to finish 2025 strong in land investing.
The Land Academy Show examines how AI could change land investing across four stages: finding property, intake, closing, and resale.
Steven Jack Butella and Jill DeWitt present five traits they associate with land-investing success, including experience, startup capital for mail campaigns, persistence, distraction-free scheduling, and complementary data and phone skills.
Steven Jack Butella and Jill DeWitt of the Land Academy Show discuss hiring the first employee for a land-investment business, emphasizing unwanted work, delegation, and operational fit.
Steven and Jill discuss how a 5,000-unit mailer campaign can lead to a $100,000 land deal, sharing insights on market trends and their data-driven approach to land investment.
Stephen and Jill discuss the challenges of transitioning from a side hustle to full-time land investing, focusing on the pressure younger generations face from constant online success comparisons.
Steve and Jill reflect on their 10-year journey with Land Academy, sharing insights on what they got right and wrong in building their land investment business.
Steven and Jill discuss why they avoid negotiating land and house deals, explaining that negotiation often becomes an unhealthy competition about winning rather than making sensible business decisions.
Episode 1959 moves fast.
Stephen Jack Butella interviews Luke Smith, an early Land Academy member and YouTube legend, about his journey from buying Detroit rental properties to learning land investment strategies that eliminate middlemen.
This episode features an interview with brothers Mike and Joe Brusca, who discuss their successful land investment journey and achieving six-figure profits after joining Land Academy.
Steven Jack Nutella and Jill DeWitt of the Land Academy Show examine why land investors quit and later return, focusing on motivation, priorities, and outside skepticism.
Steven and Jill discuss strategies for finishing 2025 strong in land investing, emphasizing the flexibility of the business and the importance of planning ahead even before Q4 begins.
Steve and Jill DeWitt discuss practical strategies for securing funding for land deals in 2025, drawing from their decades of experience in land investment.
This episode features an interview with longtime Land Academy member Michelle Bridger, who discusses her approach to solving complex legal problems in land transactions, including a specific case involving a break in the chain of title.