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Leadership in Land

Leadership in Land

By: Dave Denniston
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About this listen

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.

© 2026 REtipster Publishing LLC
Economics Leadership Management & Leadership Personal Finance
Episodes
  • Our Journey, Vision, and Leadership in the Land Business
    Apr 15 2026

    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 estate, our early days flipping small desert parcels, and our decision to merge our companies to pursue larger opportunities. We also share the real challenges of scaling, from building a remote team to improving systems, and how we are structuring the company for long term growth.

    🤝 Leadership in Land Skool Community (It's FREE!)
    A private community for land investors who want to grow as leaders.

    🏕️ Land UnConference
    A live event where land investors share real deals and lessons learned.

    📊 Manage Land Deals Like a Pro with Stride CRM
    Built for Land Investors! Organize leads, track deals, and close faster

    🔎 Land Portal: The Data Edge Every Land Investor Needs
    Get the Data You Need to Find Deals & Make Smarter Land Buys

    🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
    Stay updated with top real estate investing insights and strategies

    🚀 Land Investor’s Action Plan (Free 5-Day Course!)
    Solve the 5 mistakes that keep investors stuck

    ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
    Avoid the 21 most deadly land-buying blunders

    ...

    Show More Show Less
    56 mins
  • My 2025 Cash Flow Report (Real Numbers from a $3.3M Land Business)
    Apr 8 2026

    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 business paid me, where cash flow fell short, why only one quarter hit my goal, and how debt, seasonality, terms deals, and expenses changed everything. If you’ve ever wondered what a multi-million-dollar land business really looks like behind the scenes, this is the honest breakdown most people avoid.

    🤝 Leadership in Land Skool Community (It's FREE!)
    A private community for land investors who want to grow as leaders.

    🏕️ Land UnConference
    A live event where land investors share real deals and lessons learned.

    📊 Manage Land Deals Like a Pro with Stride CRM
    Built for Land Investors! Organize leads, track deals, and close faster

    🔎 Land Portal: The Data Edge Every Land Investor Needs
    Get the Data You Need to Find Deals & Make Smarter Land Buys

    🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
    Stay updated with top real estate investing insights and strategies

    🚀 Land Investor’s Action Plan (Free 5-Day Course!)
    Solve the 5 mistakes that keep investors stuck

    ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
    Avoid the 21 most deadly land-buying blunders

    ...

    Show More Show Less
    30 mins
  • Lessons from 2025 and Thoughts on 2026
    Apr 1 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 really happening behind the scenes, from misaligned seller expectations and price cuts to note issues, slower cash cycles, and our first real losses.

    More importantly, this conversation shows how those experiences are shaping our direction. The focus is now on discipline and capital control, fewer acquisitions, tighter standards, and sharper execution. If the market feels tougher and old strategies feel less reliable, this conversation will feel very real.

    🤝 Leadership in Land Skool Community (It's FREE!)
    A private community for land investors who want to grow as leaders.

    🏕️ Land UnConference
    A live event where land investors share real deals and lessons learned.

    📊 Manage Land Deals Like a Pro with Stride CRM
    Built for Land Investors! Organize leads, track deals, and close faster

    🔎 Land Portal: The Data Edge Every Land Investor Needs
    Get the Data You Need to Find Deals & Make Smarter Land Buys

    🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!
    Stay updated with top real estate investing insights and strategies

    🚀 Land Investor’s Action Plan (Free 5-Day Course!)
    Solve the 5 mistakes that keep investors stuck

    ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
    Avoid the 21 most deadly land-buying blunders

    ...

    Show More Show Less
    22 mins
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