Relentless Growth Podcast

In this episode of The Relentless Growth Podcast, Chase Calhoun and Jack Maher explore the real, and often underestimated, ROI of showing up in the communities where you live, work, and build. Whether it’s navigating zoning issues, gaining public support for housing projects, or simply earning trust—being visible and involved can be a game changer for developers.

Chase shares his firsthand experience with a controversial ADU project that drew political and neighbor pushback, underscoring the importance of establishing local relationships early—before the entitlement battle begins. Jack outlines a practical framework for engaging in your local ecosystem through three essential community pillars:

• 🏛️ City staff and elected officials

• 🏢 Local business and civic groups like Chambers of Commerce

• 👥 The general public and nonprofits through volunteerism and local events

Together, they dig into:

• Why face-to-face engagement with planning staff can prevent future roadblocks

• How to strategically choose cities that want your developments, not just need them

• The long-term value of treating your city like a partner, not a gatekeeper

• Real examples of how small gestures (like attending local events) build trust and credibility

Whether you're just entering the development and entitlement game, or you're scaling across cities, this episode breaks down why community presence isn't optional—it’s strategic.

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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.

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In this episode of The Relentless Growth Podcast, host Chase Calhoun and co-host Jack Maher dive deep into the pros and cons of rehab projects vs. ground-up new construction—a must-listen for both new and seasoned real estate investors.

From navigating unpredictable permitting delays to uncovering hidden profit potential in distressed properties, Chase and Jack share real-world lessons, investment strategies, and insider stories from years of building, flipping, and renting. They discuss:

• The key differences between rehabbing and building from scratch

• How market timing and construction delays impact your ROI

• When a fixer-upper can outperform new development

• Their own wins and setbacks—from burst sprinklers to fire-damaged fourplexes

• Tips for evaluating deals in a volatile 2025 housing market

Whether you're scaling your portfolio or planning your first project, this episode will help you make smarter, more informed investment decisions in today's real estate landscape.

🎧 Tune in now to learn where the real money—and risk—really lies.

In this episode of the Relentless Growth Podcast, host Chase Calhoun and co-host Jack Maher expose the often-overlooked costs that can make or break your real estate investment. From holding costs and skyrocketing insurance premiums to unexpected tax hikes and municipal fees, they unpack the real financial risks behind real estate deals. Learn how to plan for delays, budget with buffers, and avoid pitfalls that can derail even the most promising projects. Whether you're a seasoned investor or just getting started, this episode will help you protect your profits and grow your real estate business with confidence.

In this episode of the Relentless Growth Podcast, hosts Chase Calhoun and Jack Maher dive deep into a powerful but often avoided topic—discomfort—and why leaning into hard things is essential for personal and professional growth.

From hiring their first in-house plumber to exploring new real estate markets in Arkansas, Chase and Jack share recent business wins and how pushing into the unknown creates long-term success. They discuss the transformative power of endurance sports like Ironman training, and how doing difficult things intentionally can lower stress, boost confidence, and sharpen your edge as a business leader.

If you’ve ever felt stuck, stressed, or too comfortable, this episode will challenge you to step into the discomfort—and show you why that’s where the real growth happens.

🔑 Topics covered:

• Why discomfort is a growth accelerator

• How physical challenges translate into mental resilience

• Lessons from endurance sports and business stress

• Vertical integration wins in real estate

• The mindset shift that turns stress into momentum

👉 Whether you're building a real estate business or leveling up personally, this episode is packed with insights on embracing discomfort to unlock your next level.

In this powerful episode of The Relentless Growth Podcast, co-hosts Jack Maher and Chase Calhoun dive deep into one of the most common yet overlooked challenges for entrepreneurs and high performers: burnout.

Chase opens up about the high-stress moments in business, how he’s learned to build mental endurance, and why staying in the game long-term is the real key to winning. From chaotic property management days to training for triathlons, Chase reveals the daily habits, mindset shifts, and lifestyle changes—like quitting alcohol and prioritizing fitness—that keep him sharp, focused, and growing.

🔥 In this episode, you'll learn:

• Why long-term thinking beats hustle culture every time

• How exercise like Jiu Jitsu or triathlon training helps combat stress and improve sleep

• The underestimated power of community and support

• Why scaling a business requires more than just working harder

• The surprising downside of alcohol during stressful seasons

Whether you’re an entrepreneur, leader, or just someone trying to grow without burning out, this episode will give you practical insights and raw honesty to keep pushing forward.

In this episode of The Relentless Growth Podcast, Chase Calhoun and Jack Maher dive into a topic that may not sound sexy—but it's critical: metrics.

From real estate construction to property management, from fitness tracking to family time, the guys share how they're applying measurable data to drive real results. Whether it’s weekly cash flow targets, units delivered, or content output, they break down how to create scorecards that matter—and how tools like EOS help hold their teams accountable.

Jack shares how metrics helped his team spot a slowdown in home sales before it became a crisis, while Chase explains how to keep things simple, actionable, and aligned with long-term goals.

Plus, they touch on personal metrics, why tracking workouts keeps you honest (shoutout to Strava), and how Rob Dyrdek is a master of data-driven life optimization.

This episode is for anyone who wants to grow—on purpose.

🔍 Key Topics:

• Business metrics that drive real estate performance

• EOS scorecards and leadership accountability

• Knowing when to shift KPIs as the market changes

• Personal tracking tools for fitness, family, and life balance

• How to avoid “red light” ruts and push for growth

In this episode of Relentless Growth, Chase Calhoun and Jack Maher unpack what it really looks like to navigate—and even thrive—through market downturns. From 2008’s crash to the chaos of COVID, and now in what some call a modern slowdown, they share personal stories, strategic pivots, and hard-won lessons from years of investing and building in uncertain times.

You’ll hear how Chase shifted from “pencils down” to capitalizing on tornado-damaged properties, and how Jack’s father’s lessons from the ‘08 collapse led to a multifamily focus that’s kept their business strong. Whether you're just starting in real estate or leading a team through volatile conditions, this episode gives you the mindset and tactics to keep growing—no matter the market.

🔑 Topics Covered:

• Lessons from the 2008 financial crisis

• Real estate investing during COVID

• How to pivot when your strategy stops working

• Why downturns can actually be the best time to grow

• Long-term thinking and staying in the game when others quit

If you’ve ever wondered how top investors weather the storm, this one’s for you.

In this episode of Relentless Growth, Chase Calhoun and Jack Maher dive into the essential tech tools every real estate investor, builder, and business owner should know in 2025. From free online rental property calculators to powerful construction cost tracking methods, they break down what tools they’ve actually used—and what’s worth skipping.

You’ll hear:

• The free rental calculator Chase used early in his investing journey

• How Jack’s team uses historical build cost data to analyze deals

• Why spreadsheets still play a role in real estate

• Property management software breakdowns: AppFolio, Yardi, Buildium

• The importance of job costing and tracking in tools like QuickBooks and Autodesk Build

Whether you're just getting started or scaling up your operation, this conversation is packed with insights and real-world examples of how to simplify decisions with the right tech.

🔧 Tools mentioned:
QuickBooks, AppFolio, Yardi, Buildsoft, Autodesk Build, Cozy, Apartments.com, Buildium

🎧 Tune in and upgrade your investing toolkit.

In this episode of The Relentless Growth Podcast, Jack Maher and Chase Calhoun dive into how they’re leveraging AI—especially tools like ChatGPT—to transform the way they work in real estate, property management, and business operations.

From reading 400+ page building code manuals in seconds, to automating email replies, creating listing descriptions, and even training team members with zero experience, Jack and Chase share real-world examples of how AI is saving them time, reducing mental load, and helping their businesses scale.

Whether you’re AI-curious or already deep into ChatGPT prompts, you’ll get practical ideas, funny stories, and a behind-the-scenes look at how this tech is being used right now by non-tech entrepreneurs.

What You’ll Learn:

• The simple ways AI is improving day-to-day operations
  
• How to use AI to train team members and handle maintenance requests
  
• Real-world use cases in real estate, development, and admin tasks
  
• The surprising accuracy of AI-generated bios and listing descriptions
  
• What to watch out for when copy-pasting from ChatGPT
  

Subscribe and follow for more insights on real estate, growth, and technology from two operators in the trenches.