Relentless Growth Podcast

Should you sell a rental property or hold it for the long term? For many real estate investors, the goal is to buy properties and never sell. But as your portfolio and business grow, the answer isn’t always that simple. In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher break down the sell vs. hold decision in real estate investing and why flexibility can be one of an i...

Mortgage rates are back above 7%, home sales are slowing, and a lot of buyers and real estate investors are sitting on the sidelines. So is now actually a bad time to buy real estate—or could this market be creating opportunities for investors willing to think long term? In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher break down what they’re seeing firsthand in the r...

Build-to-rent or multifamily—which is the better real estate investment? In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher compare two different approaches to building and owning rental real estate. Jack shares his experience developing large-scale multifamily projects in the Nashville area, while Chase breaks down his transition from heavy rehabs into new-construction...

The housing market feels slow—but that doesn’t mean there aren’t opportunities. In this episode of the Relentless Growth Podcast , Chase Calhoun and Jack Maher break down what they’re seeing firsthand in the Little Rock and Nashville real estate markets . Chase shares why an affordable, first-time-buyer home struggled to get attention while higher-end homes generated multiple offers almost immedia...

AI is changing fast—and the way we use it in business today looks completely different than it did even a year ago. In this episode of the Relentless Growth Podcast , Chase Calhoun and Jack Maher break down how they’re actually using AI tools like ChatGPT and Claude inside their businesses. This isn’t just about writing emails or generating social media posts. Chase and Jack share real-world examp...

Hiring the wrong property manager can quietly destroy the returns on an otherwise great real estate investment. In this episode of the Relentless Growth Podcast , Chase Calhoun and Jack Maher break down how real estate investors should actually vet a property management company before handing over their rentals. They discuss why the lowest management fee isn’t always the cheapest option, how hidde...

What makes one rental property stand out from another—even when the floor plans, rents, and locations are similar? In this episode of the Relentless Growth Podcast , Chase Callahan and Jack Maher break down the small design decisions that can have a major impact on build-to-rent developments, rental properties, and new construction homes . Chase and Jack discuss how they approach designing and ref...

Why is housing getting more expensive—and why is it so difficult to build more of it? In this episode of the Relentless Growth Podcast , Jack Maher and Chase Calhoun dive into the real-world challenges developers and builders face when trying to create new housing, redevelop underused property, and bring growth to local communities. Chase shares the story behind an 86-unit build-to-rent developmen...

The housing market isn’t simply hot or cold—it’s becoming increasingly divided. In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher share what they’re seeing firsthand in the Central Arkansas and Nashville real estate markets. Affordable and mid-priced homes are sitting longer, while luxury properties are attracting cash buyers, multiple offers, and bidding wars. They di...

A new housing bill is changing how large institutional investors can purchase single-family homes—but will it actually make housing more affordable for first-time buyers? In this episode of the Relentless Growth Podcast , Chase Calhoun and Jack Maher break down the potential impact of the new legislation on institutional buyers, local real estate investors, build-to-rent developers, renters, and h...

Reliable subcontractors can make a construction business. Unreliable ones can destroy your budget, delay your schedule, and turn a profitable project into a constant headache. In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher share practical lessons from years of hiring and managing subcontractors across new construction, multifamily projects, rental properties, and re...

Property management can make or break a real estate investment—and bringing it in-house creates an entirely new set of challenges. In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher discuss Jack’s transition from third-party property management to internally managing nearly 750 rental units. They break down the team structure, maintenance systems, leasing processes, ren...

In this listener-requested episode of the Relentless Growth Podcast , Jack Maher and Chase Calhoun dive into the psychology of entrepreneurship, real estate investing, and business growth. In a market where interest rates are high, costs are up, and transactions are slower, they discuss why mindset is not just a “nice to have” — it directly impacts how entrepreneurs make decisions, solve problems,...

In this episode of The Relentless Growth Podcast , Chase Calhoun and Jack Maher break down one of the least flashy but most important parts of building wealth in real estate and construction: asset protection and insurance . From deciding when to set up an LLC to understanding how co-mingling funds can weaken your legal protection, they share practical lessons for investors, builders, flippers, an...

In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher break down one of the most important skills for builders and real estate investors in today's market: creating flexibility through multiple exit strategies. With higher interest rates, slower home sales, and uncertain market conditions, successful builders aren't relying on a single outcome. Instead, they're...

Artificial Intelligence is evolving faster than ever—and entrepreneurs who learn how to use it effectively are gaining a serious competitive advantage. In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher revisit one of their favorite topics: AI. They discuss how tools like Claude, ChatGPT, and other AI platforms are transforming real estate investing, property management...

In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher discuss one of the most important principles in entrepreneurship, real estate investing, and business growth: developing a bias toward action. Too many aspiring business owners spend years researching, planning, and consuming content without ever taking the first step. Chase and Jack break down why successful entreprene...

In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher break down how construction companies, real estate investors, and entrepreneurs can navigate today's challenging economic environment. With interest rates remaining elevated, lending standards tightening, and uncertainty around future Federal Reserve policy, many builders and investors are facing difficult decisions...

n this episode of the Relentless Growth Podcast , Chase Calhoun and Jack Maher dive deep into the realities of today’s property management market — from slower leasing activity and rising delinquencies to tenant retention, operational excellence, and building systems that scale. Chase and Jack discuss how the rental market has shifted over the past 18 months, why workforce housing is becoming more...

In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher dive into one of the biggest challenges entrepreneurs, real estate investors, and business owners face: hitting plateaus during a slow economy. From stalled leasing activity and slower construction demand to adapting business models and protecting long-term growth, Chase and Jack break down exactly how they’re navigatin...

In this episode of the Relentless Growth Podcast , Chase Calhoun and Jack Maher dive deep into one of the most important — and misunderstood — skills in entrepreneurship: delegation . From growing construction and real estate businesses to building strong teams, they share real-world lessons on how effective delegation can unlock growth, increase productivity, and prevent burnout. Chase discusses...

In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher break down what’s really happening in today’s real estate market—from slowing home sales and rising construction costs to the sudden pause in build-to-rent projects. They discuss how institutional investors, government regulations, and emerging technologies like AI are reshaping the housing landscape. Whether you’re a b...

In today’s shifting real estate market, the debate between cash flow vs equity investing is more relevant than ever. In this episode of the Relentless Growth Podcast , Chase Calhoun (note: labeled as Ben Barker in transcript) and Jack Mayer break down how rising interest rates, increasing expenses, and changing market conditions are reshaping investment strategies. They share real-world insights f...

In this episode of the Relentless Growth Podcast , hosts Jack Maher and Chase Calhoun dive into one of the most important (and often overlooked) topics in entrepreneurship: how to grow a successful business without sacrificing your family, health, and personal life . Chase shares real-world insights from building Apex Professional Construction in Central Arkansas, including lessons learned the har...

In this episode of the Relentless Growth Podcast , Chase Calhoun and Jack Maher take a deep dive into what it really takes to develop a large-scale multifamily real estate project—from raw land to a fully leased apartment community. Jack pulls back the curtain on a 228-unit ground-up apartment development in Spring Hill, Tennessee, breaking down the full lifecycle of the deal—from early planning a...