Leadership in Land
Leadership in Land is a podcast for land investors who believe better decisions are made together. Hosted by Dave Denniston, this show focuses on the leadership side of land investing, how to think clearly, act responsibly, and grow with integrity in a business that is often misunderstood. Each episode draws from real-world experience, honest conversations, and the shared wisdom of investors who value collaboration over competition. As part of the REtipster Podcast Network, Leadership in Land is built for investors who care about long-term success, strong character, and learning from others who are walking the same path.
Episodes
23 episodes
How They Escaped the Corporate Grind with Steve and Tonsha Hokanson
Episode 19: I sit down with Steve and Tonsha Hokanson to talk about leadership, land investing, team building, and creating a lifestyle business that aligns with family and freedom.Steve shares his transition from a 25-year corpo...
Why Trusting Your Gut When Hiring Can Cost Your Business
One of the biggest lessons I’ve learned in land investing is that the problems holding your business back aren’t always “what” problems. Eventually, they become “who” problems.My friend Brian McCarthy recommended the book Who by Geof...
How AI Changed His Land Investing Workflow ft. Steve Lynch
Epsisode 17: Steve Lynch talk about how his decades in software leadership shaped the way he runs his land investing business today.Steve shares how he balances a full-time tech career while building a scalable land business usin...
The Mailing Data Nobody Expected with Jessey Kwong
Episode 16: Jessey Kwong from Pebble joins me to discuss what millions of land investing mailers reveal about today’s market.We talk about direct mail response rates, postcards versus letters, remarketing strategies, rising maili...
From CPA to Million-Dollar Land Deals with Austin Hendrickson
Episode 15: Austin Hendrickson talk about his journey from CPA and oil field worker to pursuing million-dollar land deals and commercial real estate projects.Austin shares how he transitioned from smaller land flips into larger d...
3 Land Investing Case Studies from Q2 2026
Episode 14: This quarter, I wanted to show you exactly what's happening inside our land investing business.I'll walk through our current inventory, explain why we're shifting away from smaller land deals, and share three rea...
Inside Our Q2 2026 Cash Flow Report
Episode 13: I'm pulling back the curtain on our Q2 2026 financials and showing exactly what happened inside our land investing business.Instead of focusing only on revenue or profit, I explain why cash flow is the metric I ca...
The Hiring Mistake Most Land Investors Make with Reggie Wright
Episode 12: I sit down with Reggie Wright from Generation Family Properties to talk about his journey from teaching history to becoming a leader in the land investing business.We discuss company culture, hiring the right people, ...
Why He Quit Engineering for Land Investing with Ryan Love
Episode 11: Ryan Love talk about his journey from studying mechanical engineering at Cal Poly to building a growing land investing business with a full team.Ryan shares how he got started in land flipping, the tough early months ...
My Experiment in Skip Tracing
Episode 10: Let's talk about skip tracing, DNC compliance, and the real cost of outreach in land investing. I tests Direct Skip vs Skip Matrix head to head, reviews DNC scrubbing tools like TCPA Litigator List and DNC Project, and compar...
The KPI That Changed His Land Business with Josiah Ronco
Episode 9: I sit down with Josiah Ronco to talk about leadership, systems, and what it really takes to grow a successful land investing business.Josiah shares how he went from working as a guitar tech to building a streamlined la...
Datatree vs Landportal vs Lightbox
Episode 8: After using DataTree for 4 to 5 years, we tested whether better data sources exist for medium-sized land flips. We mailed counties nationwide and compared record counts, filtering accuracy, APN consistency, and access scrubbin...
The Regulatory Squeeze on Land Investors with Seth Williams
Episode 7: We dig into the increasing regulatory hurdles around texting, ringless voicemail, cold calling, direct mail, assignments, and double closings. While land investing has never been “easy,” it’s definitely more complex than it us...
Where Our Land Sales Really Came From
Episode 6: In this episode, I break down exactly where my land sales came from and what the data shows is working right now. After analyzing 283 land deals across multiple price ranges, I share how LandWatch, Land and Farm, Lands.co...
How Ciaran Runs a US Land Business from Ireland
Episode 5: with Ciaran Sheil, a land investor based in Ireland who runs a fully virtual land investing business in the United States.At just 24 years old, Ciaran has built a 4-person remote team, sends 16,000 mailers and 50,000 t...
Our 100k Mistake
Bonus episode: I sit down with Cameron from our team at Generation Family Properties to pull back the curtain on the land investing mistakes we’ve made recently and the lessons we’re taking from them.We talk through a 6-figure la...
How Mike Balcom Built a 30-Person Land Team
Episode 4: I sit down with Mike Balcom to talk about building and leading a high-performing land investing team.Mike has scaled to 8 core team members and 25–30 data scrubbers across multiple countries. We talk about hiring overs...
Our Q1 2026 Cash Flow Report (Real Numbers)
Bonus episode: I break down what really happened in our land investing business during Q1. We brought in about $700K in revenue, but the cash flow tells a different story. Between buying land, paying off hard money loans, and deals takin...
Scaling Down to Scale Up with Kendall LeJeune
Episode 3: Kendall LeJeune talk about his shift from house wholesaling to land investing. He shares why he moved away from high volume deals and chose fewer, larger land deals instead, including subdivides and rural recreational property...
4 Case Studies in Q1 2026
Bonus episode: I’m breaking down four real land investing deals we’ve completed across different markets and sharing exactly what happened, both good and bad.I walk through the numbers on each deal, including purchase price,...
Our Journey, Vision, and Leadership in the Land Business
Episode 2: With my partner Eric Wong, we share the story behind Generation Family Properties and why leadership, not just making deals, is the key to building a lasting land business.We talk about how we got started in real estat...
My 2025 Cash Flow Report (Real Numbers from a $3.3M Land Business)
Bonus episode: I’m pulling back the curtain on something most land investors never show you: the real numbers.Not the highlight reel. Not just revenue screenshots. I’m sharing what actually mattered this year, including what the b...
Lessons from 2025 and Thoughts on 2026
Episode 1: This episode pulls back the curtain on running a land business when margins tighten and easy wins disappear. Buying and selling get harder, inventory builds, and even good deals force uncomfortable decisions. I share what’s re...