Cover image of show Leadership in Land

Leadership in Land

Podcast by Dave Denniston

English

Business

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About 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.

All episodes

8 episodes

episode Our 100k Mistake artwork

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 land mistake in Maine, painful easement and legal access issues in South Carolina and Arizona, and why national title companies didn’t work out the way we hoped.  If you’re a land investor, land flipper, or trying to build a smarter real estate strategy, this episode is packed with practical due diligence lessons. 🤝 Leadership in Land Skool Community (It's FREE!) [https://www.skool.com/leadershipinland]A private community for land investors who want to grow as leaders. 🏕️ Land UnConference [https://landunconference.com/]A live event where land investors share real deals and lessons learned. 📊 Manage Land Deals Like a Pro with Stride CRM [https://go.retipster.com/stride/shownotes] Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs [https://go.retipster.com/landportal/shownotes] Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! [https://welcome.retipster.com/newsletter/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) [https://welcome.retipster.com/5-day-email-course/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) [https://welcome.retipster.com/survival-guide/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Avoid the 21 most deadly land-buying blunders ... [https://welcome.retipster.com/webinar-invite/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast]

20 May 2026 - 1 h 8 min
episode How Mike Balcom Built a 30-Person Land Team artwork

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 overseas virtual assistants, building leaders inside your business, and creating systems that allow you to step back. One of the most interesting parts of this conversation is how Mike uses AI in his land business. He built a custom GPT that grades sales calls, gives feedback to acquisitions reps, and helps streamline operations. We also discuss leadership highs and lows, including letting go of a loyal early team member and how to handle tough conversations with empathy. If you're building a land investing business and want to scale with systems, leadership, and AI, this episode is packed with practical insights. 🤝 Leadership in Land Skool Community (It's FREE!) [https://www.skool.com/leadershipinland]A private community for land investors who want to grow as leaders. 🏕️ Land UnConference [https://landunconference.com/]A live event where land investors share real deals and lessons learned. 📊 Manage Land Deals Like a Pro with Stride CRM [https://go.retipster.com/stride/shownotes] Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs [https://go.retipster.com/landportal/shownotes] Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! [https://welcome.retipster.com/newsletter/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) [https://welcome.retipster.com/5-day-email-course/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) [https://welcome.retipster.com/survival-guide/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Avoid the 21 most deadly land-buying blunders ... [https://welcome.retipster.com/webinar-invite/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast]

13 May 2026 - 1 h 3 min
episode Our Q1 2026 Cash Flow Report (Real Numbers) artwork

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 taking longer to sell, this quarter showed how easy it is for profits to shrink. I also walk through our numbers, strategy, and what we are changing going into Q2. From subdividing land to choosing between debt and equity, I share what is working and what is not. If you are a land investor or thinking about getting started, this is a real look at what it takes to build a profitable business. 🤝 Leadership in Land Skool Community (It's FREE!) [https://www.skool.com/leadershipinland]A private community for land investors who want to grow as leaders. 🏕️ Land UnConference [https://landunconference.com/]A live event where land investors share real deals and lessons learned. 📊 Manage Land Deals Like a Pro with Stride CRM [https://go.retipster.com/stride/shownotes] Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs [https://go.retipster.com/landportal/shownotes] Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! [https://welcome.retipster.com/newsletter/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) [https://welcome.retipster.com/5-day-email-course/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) [https://welcome.retipster.com/survival-guide/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Avoid the 21 most deadly land-buying blunders ... [https://welcome.retipster.com/webinar-invite/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast]

30 Apr 2026 - 19 min
episode Scaling Down to Scale Up with Kendall LeJeune artwork

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. We also cover leadership, building a small remote team, and creating ownership through clear systems. Kendall explains why defining success for yourself matters and how personal branding can create new opportunities.  🤝 Leadership in Land Skool Community (It's FREE!) [https://www.skool.com/leadershipinland]A private community for land investors who want to grow as leaders. 🏕️ Land UnConference [https://landunconference.com/]A live event where land investors share real deals and lessons learned. 📊 Manage Land Deals Like a Pro with Stride CRM [https://go.retipster.com/stride/shownotes] Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs [https://go.retipster.com/landportal/shownotes] Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! [https://welcome.retipster.com/newsletter/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) [https://welcome.retipster.com/5-day-email-course/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) [https://welcome.retipster.com/survival-guide/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Avoid the 21 most deadly land-buying blunders ... [https://welcome.retipster.com/webinar-invite/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast]

29 Apr 2026 - 1 h 1 min
episode 4 Case Studies in Q1 2026 artwork

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, resale value, holding costs, and final profit. Some deals performed as expected, others didn’t, but all of them offer valuable lessons for land investors trying to adapt to today’s market. If you’re involved in land investing, land flipping, or building a real estate portfolio, this is a realistic look at what deals actually look like right now. 🤝 Leadership in Land Skool Community (It's FREE!) [https://www.skool.com/leadershipinland]A private community for land investors who want to grow as leaders. 🏕️ Land UnConference [https://landunconference.com/]A live event where land investors share real deals and lessons learned. 📊 Manage Land Deals Like a Pro with Stride CRM [https://go.retipster.com/stride/shownotes] Built for Land Investors! Organize leads, track deals, and close faster 🔎 Land Portal: The Data Edge Every Land Investor Needs [https://go.retipster.com/landportal/shownotes] Get the Data You Need to Find Deals & Make Smarter Land Buys 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! [https://welcome.retipster.com/newsletter/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Stay updated with top real estate investing insights and strategies 🚀 Land Investor’s Action Plan (Free 5-Day Course!) [https://welcome.retipster.com/5-day-email-course/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Solve the 5 mistakes that keep investors stuck ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) [https://welcome.retipster.com/survival-guide/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast] Avoid the 21 most deadly land-buying blunders ... [https://welcome.retipster.com/webinar-invite/?utm_source=shownotes&utm_medium=buzzsprout&utm_campaign=podcast]

22 Apr 2026 - 16 min
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