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 investor’s biggest advantages.

Chase and Jack discuss when it makes sense to hold through a slow market, when selling can free up capital for new opportunities, and why the right decision depends heavily on your long-term goals.

They also cover:

• When selling a rental property can make sense

• Why Chase is selling some properties to fund new development

• Turning a property into a rental when it won’t sell

• Opportunity cost and trapped equity

• Cash-on-cash return vs. return on equity

• Why investors need realistic property valuations

• The costs of selling, including commissions, closing costs, and potential taxes

• Knowing when to shift into a different real estate asset class

• Why staying flexible can help you survive slower markets

The goal isn’t necessarily to never sell or to constantly trade properties. It’s to understand what you’re trying to accomplish and make decisions that keep you in the game long enough to reach it.

Chase and Jack also share updates from their businesses, including progress on a Middle Tennessee apartment development, Jack’s new HVAC company, and Apex Professional Construction’s growing commercial construction work.

Subscribe to the Relentless Growth Podcast for weekly conversations about real estate investing, construction, entrepreneurship, business growth, and building for the long term.

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 real estate, construction, and rental markets in Arkansas and Tennessee.

They discuss why higher interest rates are slowing home sales, why rental demand may benefit as buyers stay on the sidelines, and how the ability to hold a property instead of being forced to sell can completely change an investment.

Chase also shares a real-world example of two build-to-rent properties he recently sold after holding them for roughly five years. The properties didn’t produce a huge profit based purely on the difference between construction cost and sale price—but years of tenant-paid principal reduction created substantial equity that can now be rolled into future projects.

Chase and Jack also cover:

• How 7%+ mortgage rates are affecting buyers and investors

• Why higher-end housing is behaving differently

• The psychology keeping buyers on the sidelines

• Why rental demand can increase when home sales slow

• The advantage of building deals that work even if you can’t sell

• Principal paydown and long-term wealth creation

• Why falling rates could push home prices higher

• Why construction costs make a major housing-price decline difficult

• The importance of your time horizon when buying real estate

• Why disciplined investors are still buying in today’s market

Whether you're buying your first rental property, building a real estate portfolio, developing new construction, or simply wondering whether you should buy a home at today’s interest rates, this episode offers a long-term perspective on navigating an uncertain market.

Relentless Growth Podcast
Hosted by Chase Calhoun and Jack Maher.

Subscribe for conversations about real estate investing, construction, entrepreneurship, leadership, and building businesses for the long term.

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 build-to-rent properties, including single-family rentals, small multifamily, ADUs, and larger build-to-rent developments.

They discuss the pros and cons of each strategy, including land costs, density, scalability, financing, barriers to entry, exit strategies, and why smaller build-to-rent projects may offer newer investors more flexibility.

Chase and Jack also explore where rental housing could be headed next—from cottage-style build-to-rent communities and mixed housing developments to how autonomous transportation could eventually change where people choose to live.

They wrap up with an important point: whether you're building apartments or single-family rentals, operations and customer experience may ultimately be what separates the best owners and operators from everyone else.

If you're interested in build-to-rent, multifamily investing, real estate development, rental properties, or the future of housing, this episode is for you.

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 immediately. Jack is seeing a similar divide in Tennessee, raising an important question: Are we experiencing a K-shaped housing market where affluent buyers continue spending while entry-level buyers get squeezed?

They also discuss why today's slower market could actually be creating some of the best real estate investing opportunities they've seen in years. Competition has fallen, sellers are more willing to negotiate, and deals that would have attracted multiple investors a few years ago are sitting on the market.

Chase and Jack cover:

• Why entry-level homes are struggling while luxury homes continue selling
• What high interest rates are doing to first-time homebuyers
• Why rental demand may benefit from the slowdown in new construction
• Build-to-rent opportunities in Arkansas and Tennessee
• Why Chase believes right now is an awesome time to invest in real estate
• How AI is changing jobs without necessarily eliminating them
• Where AI and data centers are pulling investment capital
• Why owning real assets matters during inflation
• How today's buyer's market is creating opportunities for patient investors
• Why slowing construction could eventually put upward pressure on housing values

The market may be uncertain, but uncertainty can create opportunity.

For investors with the ability to buy, renovate, build, and hold for the long term, less competition may be exactly what they've been waiting for.

Subscribe to the Relentless Growth Podcast for weekly conversations about real estate investing, construction, entrepreneurship, business growth, and building long-term wealth.

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 examples of using AI to:

• Research real estate markets and investment opportunities

• Make changes inside property management software

• Improve websites and SEO

• Find and vet specialized contractors and vendors

• Turn employee training conversations into professional SOPs

• Prepare for difficult conversations and presentations

• Study for professional exams

• Research construction problems and technical information

• Save hours on tasks they previously would have done manually

They also discuss the bigger picture: the massive investment going into AI data centers, the growing demand for power, competition between the U.S. and China, and whether the AI boom could eventually resemble the dot-com bubble.

The biggest takeaway is simple:

If you’re not using AI yet, start experimenting. If you are using it, keep finding new ways to make it useful.

The people who learn how to use these tools effectively now may have a major advantage as AI becomes an even bigger part of how businesses operate.

Subscribe to the Relentless Growth Podcast for conversations about entrepreneurship, real estate, construction, leadership, business growth, and the tools Chase and Jack are using to build their companies.

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 hidden and ancillary fees can affect your true cost, and why understanding a property manager’s incentives matters. They also share the numbers investors should ask about—including occupancy rates, average vacancy time, tenant retention, maintenance response times, and renewal rates.

Chase and Jack also explain why they prefer property managers who own rental properties themselves, how maintenance directly impacts tenant retention, and why the way a company talks about its tenants can tell you a lot about how your property will ultimately be managed.

If you own rental properties—or you're considering hiring a property manager—this episode gives you a practical framework for finding the right company and avoiding an expensive mistake.

Topics include:

• How to choose a property management company

• Questions to ask a property manager before hiring them

• Property management fees and hidden costs

• Occupancy, vacancy, and tenant renewal rates

• Maintenance response times and repair costs

• Why property managers should think like owners

• How tenant experience impacts long-term returns

• Self-managing vs. hiring third-party property management

• Red flags when interviewing property management companies

Whether you own one rental property or an entire portfolio, choosing the right property manager can have a major impact on your cash flow, property condition, and long-term success.

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 refining projects from both sides of the equation: creating a better experience for the tenant or homeowner while keeping construction costs, maintenance, and long-term operational efficiency in mind.

They share real-world examples from their own projects, including build-to-rent townhomes, single-family homes with ADUs, multifamily properties, and spec homes. From wider garages and fenced backyards to storage space, mud benches, trim details, flooring selections, and standardized finishes, they explain why seemingly minor decisions can make a property feel significantly better to the end user.

They also dig into the financial side of design. When you're building the same product dozens of times, even a small savings per unit can become meaningful. Chase and Jack discuss standardizing materials, buying in bulk, simplifying framing packages, improving turnover efficiency, and designing repeatable floor plans that can reduce costs without sacrificing quality.

In this episode, you'll hear about:

• How to balance construction cost and design quality
• Why small details can make a home subconsciously feel better
• High-impact features that can help rental properties stand out
• Designing build-to-rent properties around the tenant experience
• The benefits of standardized floor plans and finishes
• How standardization can improve purchasing and reduce long-term maintenance costs
• Designing rentals for pets, storage, outdoor space, and everyday functionality
• Why repeatable floor plans can outperform one-off custom designs
• How standardized units can make pre-leasing and property management easier
• Avoiding both overbuilding and cutting too many corners
• Why builders should revisit plans before construction begins

Whether you're a real estate investor, developer, home builder, or property manager, this episode offers practical ideas for building properties that are more functional, easier to operate, and more attractive to the people who ultimately live in them.

Subscribe to the Relentless Growth Podcast for more conversations about real estate investing, construction, development, property management, and building businesses for long-term growth.

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 development that spent nearly two years facing roadblocks, neighborhood opposition, zoning challenges, and the realities of the entitlement process. Jack and Chase explore the tension between the demand for affordable housing and the growing NIMBY (“Not In My Backyard”) movement that often fights new development at the local level.

They discuss why increasing housing supply can help improve affordability, how vocal minorities can influence planning commissions and city councils, and why developers sometimes need to change projects as market conditions evolve.

Jack and Chase also break down the importance of property rights, responsible development, local government decision-making, and why residents who support growth need to participate in planning commission and city council meetings—not just those who oppose it.

In this episode:

• Why more housing supply matters for housing affordability
• The realities of zoning, rezoning, and the entitlement process
• How NIMBYism can delay or stop housing development
• Chase’s experience developing an 86-unit build-to-rent community
• Why rental demand can change a developer’s original strategy
• Property rights vs. neighborhood opposition
• The influence of vocal minorities on local government
• Why development plans sometimes have to change
• The risks builders and real estate developers take
• How residents can support positive growth in their communities

Whether you’re a real estate developer, home builder, investor, local official, entrepreneur, or community member, this episode offers an inside look at the challenges behind housing development—and why creating more housing is often much harder than it looks.

Relentless Growth Podcast explores entrepreneurship, real estate, construction, leadership, business growth, and the lessons learned from building companies and communities in the real world.

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 discuss:

• Why higher interest rates are hurting the middle of the housing market
• What’s driving demand for luxury and high-end homes
• How wealthy buyers and retirees are influencing new construction
• Why remodeling could grow as homeowners hold onto low mortgage rates
• What today’s buyers want in a new home
• How builders and real estate investors should adapt to shifting demand
• Why flexibility and local market knowledge matter more than following national headlines

The market is changing quickly. Builders, investors, and contractors who pay attention to where people are actually spending money will have the best opportunity to stay ahead.

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 homebuyers.

They discuss why institutional investors have already slowed their acquisition of scattered-site rental homes, where billions of dollars in capital could move next, and why build-to-rent communities and development opportunities may become even more competitive.

Chase and Jack also explore a larger issue facing the housing market: many younger Americans may be financially capable of purchasing a home but are actively choosing to rent instead. That raises an important question—can government policy increase homeownership if consumer preferences are changing?

In this episode, you’ll learn:

• How the housing bill may restrict large institutional buyers
• Why some institutional investors are listing homes for sale
• Whether the legislation will actually help first-time homebuyers
• How the bill could affect build-to-rent development
• Where institutional capital may shift next
• Why affordable homes are still struggling to attract buyers
• What local investors should watch for in their own markets
• How to evaluate properties being sold by large investment firms

Whether you are a real estate investor, developer, builder, property manager, or future homeowner, this conversation will help you better understand how housing policy and institutional capital could reshape the real estate market.

Stay informed, watch where the money is moving, and position yourself to take advantage of the opportunities created by a changing market.