Relentless Growth Podcast

Mastering Land Entitlements: Real Lessons on Zoning, Political Pitfalls, and By-Right Strategies


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In this episode of The Relentless Growth Podcast, Jack Maher and Chase Calhoun dive deep into the often-overlooked yet mission-critical world of land entitlements and zoning strategy. Whether you're a seasoned real estate developer or just starting to explore the world of land development, this episode unpacks the real challenges and tactical moves you’ll need to succeed.

Jack shares timely insights on the looming sewer moratorium in Spring Hill, Tennessee, and how infrastructure limitations can halt even the most promising projects. Meanwhile, Chase offers a candid story from central Arkansas where a failed rezoning attempt—derailed by local politics and community resistance—led to a strategic pivot using by-right ADU laws.

Together, they cover:

  • ✅ The difference between by-right zoning and rezoning (and why it matters)

  • 🏘️ How failed subdivisions can offer hidden opportunities

  • ⚠️ Political and public opposition: how to anticipate and mitigate it

  • 📋 Why pre-application meetings with city planners are crucial

  • 🔁 How to build flexibility into your entitlement strategy

  • 🧠 Real-world wisdom on due diligence, lot sizing, and density

If you're navigating the entitlement process, dealing with municipal regulations, or simply looking to understand the hidden landmines in development planning, this episode is packed with experience-driven advice to help you stay ahead of the curve.

🛠️ Subscribe for more episodes on real estate development, growth strategies, and lessons from the field.


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Relentless Growth PodcastBy Chase Calhoun