In this episode of the Relentless Growth Podcast, Chase Calhoun and Jack Maher break down one of the biggest questions real estate investors face: when to sell a rental property, when to do a cash-out refinance, and when to hold long-term.
They discuss how your end goal changes the math (10 paid-off rentals vs scaling a company), why todayâs interest rate environment makes recycling capital harder, and the key mindset shifts that help investors stay active without getting forced into bad decisions. Youâll also hear practical rules of thumb like âthe best time to sell is when someone wants to buyâ and âthe best time to borrow is when you donât need it,â plus why taxes and depreciation recapture matter more than most investors realize.
Topics covered:
Sell vs refi vs hold: how to choose the right move
Building wealth vs building a business (different strategies)
How higher rates changed deal structure and cash-out refis
Avoiding âforced salesâ and planning ahead for liquidity
Capital gains, flips, cost seg, and depreciation recapture basics
Staying in the game: flexibility, action, and long-term positioning
Perfect for new and experienced investors navigating rentals, portfolios, and growth in a changing market.
Is the American Dream shifting from owning to renting? In this episode of the Relentless Growth Podcast, hosts Jack Maher and Chase Calhoun dig into the housing trends reshaping real estate in 2025âstarting with a shocking stat: the average first-time homebuyer age has jumped to 40 (up from 33 just a few years ago).
Jack and Chase break down whatâs driving the surgeâaffordability, lifestyle flexibility, job mobility, location preferences, and âmaintenance fatigue.â They explore why the U.S. may be moving toward a renter nation, and why demand is rising for build-to-rent communities that offer the space of a home (yard, garage, room for a family) without the long-term commitment of ownership.
They also dive into an overlooked opportunity: the growing need for 55+ and senior housing, including how aging homeowners think differently about renting, amenities, and long-term stability. Plus, Chase shares a practical framework for younger buyers: buy your first home like a future rentalâor rent confidently if you value flexibility.
In this episode, youâll learn:
Why first-time homebuyers are waiting longer than ever
Renting by choice vs. renting because of affordability
What a ârenter nationâ means for real estate investors
Why build-to-rent may be the next major housing wave
The future of 55+ / senior living and long-term renters
A smart strategy for buying your first property with investing in mind
If youâre a builder, investor, or future homebuyer trying to understand where housing is headed, this oneâs for you.
Follow the Relentless Growth Podcast for more real-world conversations on building, investing, and scaling in real estate.
In this episode of the Relentless Growth Podcast, hosts Chase Calhoun and Jack Maher dive into one of the most important â yet often overlooked â factors in your long-term success: the people you surround yourself with.
Whether youâre building a business, growing in your faith, improving your fitness, or striving to become a better spouse or parent, your inner circle will determine your direction. Chase and Jack share personal stories of how intentionally choosing their environment, mentors, and peer groups propelled their growth in entrepreneurship, real estate development, fitness, and mindset.
Youâll hear:
đĽ How a single connection saved Jackâs development company half a million dollars overnight
đĽ Why Chase feels more understood when talking with high-level operators than traditional bankers
đĽ How joining GoBundance and leveling up rooms changed the trajectory of both their lives
đĽ Why feeling uncomfortable is often the sign youâre finally in the right room
đĽ The difference between a âwhoâ and a âsuper whoââand how to find both
đĽ How to navigate the loneliness gap when you outgrow your old circles
đĽ Why doing hard things (like Ironman training) prepares you for every other challenge in life
đĽ The importance of defining who you want to become before choosing your environment
This episode is a deep, honest look at the realities of growthâwhy itâs uncomfortable, why itâs worth it, and how anyone can accelerate their progress by intentionally choosing the right people to learn from and grow with.
If you're an entrepreneur, real estate investor, growth-minded leader, or someone hungry for more out of life, this episode will hit home.
Please follow, subscribe, and leave a review! Your support helps us reach more people pursuing growth, excellence, and impact.
Got a topic youâd love for Chase and Jack to cover? Drop it in the comments or send us a message!
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In this episode of The Relentless Growth Podcast, hosts Chase Calhoun and Jack Maher dive deep into one of the most misunderstood topics in the world of success: how to build wealth without losing who you are.
Fresh off a GoBundance health & longevity event, Chase shares personal insights from his journeyâstarting from nothing, building wealth slowly, and learning how identity, health, family, and faith play crucial roles along the way. Jack reflects on his experience in real estate, the importance of renewals during slow market seasons, and how wealth can either magnify the goodâor amplify the badâdepending on your internal foundation.
This conversation tackles:
âď¸ How to pursue wealth without sacrificing family, health, or values
âď¸ Why identity is so important for men on the rise
âď¸ The danger of tying happiness to income goals
âď¸ Why wealthy people often live modest lives
âď¸ How to avoid lifestyle creep as you earn more
âď¸ What REAL wealth looks like (and what itâs not)
âď¸ Why milestones donât magically change how you feel
âď¸ The importance of surrounding yourself with the right people
âď¸ How money acts as a âmagnifierâ of your character
âď¸ The mindset needed when you're just starting out
Whether youâre early in your entrepreneurial journey or already experiencing success, this episode will challenge your mindset, help you avoid common traps, and encourage you to focus on relentless growth in all areas of lifeânot just your bank account.
Drop a comment with your questions about building wealth, staying grounded, or navigating personal growth while scaling success.
âď¸ Subscribe for weekly episodes
âď¸ Leave a comment or ratingâyour support helps us grow the show!
đĽ Want us to go deeper on this topic? Let us know.
Are you running a business that feels like itâs bursting at the seams? In this episode of The Relentless Growth Podcast, hosts Jack Maher and Chase Calhoun (Apex Professional Construction) dive deep into the Entrepreneurial Operating System (EOS) â the proven framework that helps small and medium-sized business owners get organized, scale efficiently, and reduce chaos.
Chase and Jack share their firsthand experiences implementing EOS â from early struggles managing growth and communication to the game-changing benefits of structured meetings, clear accountability, and powerful leadership frameworks. They unpack how EOS has helped them:
Align leadership teams and clarify company vision
Run effective Level 10 Meetings that actually solve problems
Scale from a handful of employees to over seventy
Balance growth, stress, and personal discipline (including 75 Hard!)
Whether youâre a construction entrepreneur, startup founder, or small-business owner, this episode will help you understand how EOS and tools like 90.io or Traction can bring clarity and direction to your business.
đ Resources Mentioned:
Traction by Gino Wickman
EOS Worldwide: www.eosworldwide.com
90.io â EOS implementation software
đ Tune in to learn how to implement EOS in your company, whether you self-implement or hire a professional EOS implementer â and why the best time to start is before you think you need it.
#Entrepreneurship #SmallBusinessGrowth #EOS #Traction #Leadership #BusinessSystems #ConstructionBusiness #RelentlessGrowthPodcast
In this episode of The Relentless Growth Podcast, hosts Chase Calhoun and Jack Maher dive deep into the evolving world of AI for business and leadership. Chase reveals how he built his personal âPower Boardââa virtual board of directors powered by AIâto get advice from industry legends, past and present.
The two discuss how AI can:
Simulate strategic input from top business minds
Help leaders make better decisions and spot blind spots
Improve communication with clients and teams
Automate real tasks like note-taking, scheduling, and even reservations
Create real competitive advantages in construction, real estate, and beyond
Jack shares how heâs integrating AI into his daily workflow, from conversational tools to data-driven reflection, while exploring the ethical and legal implications of recording, automation, and AI-assisted documentation.
If youâre an entrepreneur, business owner, or leader curious about how to leverage AI to scale smarter, this episode is packed with real examples, powerful frameworks, and practical takeaways.
đ§ Tune in to learn how to build your own AI âPower Boardâ and future-proof your leadership.
In this episode of The Relentless Growth Podcast, hosts Jack Maher and Chase Calhoun dive deep into the power of local relationships in the real estate and construction industries. From navigating planning commissions and city politics to sharing insights on property management, leasing challenges, and developer cooperation, Jack and Chase reveal why networking and collaboration are the true foundation for long-term success.
Discover how building trust with subcontractors, lenders, city officials, and fellow developers can unlock opportunities, solve business bottlenecks, and even turn competitors into allies. Whether youâre a real estate investor, builder, or entrepreneur, youâll learn how to lead with value, expand your local influence, and grow through community.
đ Key Takeaways:
Why open collaboration beats a scarcity mindset in development
Lessons from real-world city planning challenges and project setbacks
How to build mutually beneficial partnerships with vendors and peers
The importance of honesty, value-sharing, and local engagement
If youâre ready to grow your business through authentic relationships and relentless learning, this episode is a must-listen.
In this powerful episode of The Relentless Growth Podcast, hosts Jack Maher and Chase Calhoun dive deep into one of the most important distinctions in personal and professional growth: discipline versus motivation.
Chase shares behind-the-scenes updates on expanding their vertically integrated real estate and construction business in Central Arkansas, including bringing on a new property management director to fuel third-party growth. Jack opens up about a major win navigating an unexpected building permit ban in Spring Hill, Tennessee â and how discipline and strong relationships helped them overcome it.
Together, they explore:
đĽ Why motivation is fleeting but discipline creates long-term results
đ Chaseâs Ironman journey as a real-world example of grit over hype
đ§ How stacking daily habits creates unstoppable momentum
đ The power of early mornings and non-negotiable routines
đ§ How to get back on track when discipline slips (and why grace matters)
Whether you're scaling a business, training for a race, or just trying to stay consistent in your personal goals, this episode will give you practical tools to build habits that last.
đ˘ Donât miss: Simple systems, accountability hacks, and mindset shifts that can transform your daily routine.
đ If this episode resonates, be sure to subscribe, leave a review, and share it with someone whoâs ready to level up their discipline.
In this episode of The Relentless Growth Podcast, Chase Calhoun and Jack Maher dive into the real-time shifts happening in the real estate and construction markets. From slower leasing cycles and rising tenant delinquencies to institutional investors waiting on the sidelines, Chase and Jack unpack the ripple effects hitting local and national markets.
They share candid insights from their own experiences in Arkansas and Tennessee, explain why occupancy trends can reveal broader economic signals, and explore how looming rate cuts may reshape investor behavior.
This conversation isnât just for developers or investors â itâs for anyone watching the market tighten and wondering where the opportunities lie.
Key Takeaways:
Why occupancy rates and leasing trends are early economic indicators
How distress is surfacing in both tenants and investor clients
The domino effect of institutional buyers exiting and re-entering the market
Practical strategies for positioning your business and personal finances during a slowdown
Why âbeing greedy when others are fearfulâ might be your best move right now
In this episode of The Relentless Growth Podcast, hosts Jack Maher and Chase Calhoun dive into the real-world importance of accountability, communication, and documentation in business.
Drawing from their experiences running successful construction and development companies, Jack and Chase share practical strategies for avoiding miscommunicationâwhether itâs with subcontractors, clients, or internal teams. They discuss how systems like EOS (Entrepreneurial Operating System) can help leaders create structure, clarity, and trust as their businesses grow.
From following up after meetings, to documenting verbal agreements, to building SOPs (Standard Operating Procedures) that prevent costly mistakesâthis episode is packed with actionable advice for entrepreneurs, builders, and leaders who want to scale without chaos.
If youâve ever struggled with missed expectations, unclear communication, or âhe said, she saidâ moments in your business, this conversation will help you build the habits and systems that make accountability second nature.
n this episode of the Relentless Growth Podcast, hosts Jack Maher (Spring Hill, Tennessee) and Chase Calhoun (Little Rock, Arkansas) dive deep into one of the hottest topics in real estate investing today: occupancy challenges in the rental market.
With rental vacancies climbing, concessions on the rise, and tenants more price-sensitive than ever, Chase and Jack share their real-world experiences managing multifamily and single-family projects in different markets across the country.
Youâll hear:
Why occupancy rates are slowing despite local job growth and positive in-migration.
Proven strategies for tenant retention without sacrificing long-term rent growth.
The importance of unit presentation, curb appeal, and maintenance in attracting high-quality tenants.
How marketing, pricing adjustments, and leasing agent incentives can give property owners an edge in todayâs competitive environment.
What investors can learn from shifting renter behavior and the broader economy.
Whether youâre a real estate developer, property manager, or rental investor, this conversation delivers actionable insights to help you navigate the changing rental landscape and keep your properties full.
In this episode of the Relentless Growth Podcast, hosts Chase Calhoun (Little Rock, Arkansas) and Jack Maher (Spring Hill, Tennessee) open up about recent wins in their real estate ventures â from single-family rehabs to multi-family developments â before diving into a powerful and emotional conversation about unity, faith, and leadership in the face of tragedy.
After the shocking execution of Charlie Kirk, Chase and Jack reflect on:
How tragedy impacts communities and individuals of faith.
The importance of respectful dialogue, even with opposing viewpoints.
Why kindness, listening, and small acts of connection can change lives.
Lessons from business, family, and faith that guide them in dark times.
Whether youâre an entrepreneur, real estate investor, or someone seeking encouragement in a divided world, this conversation will challenge you to grow relentlessly while standing firm in your values.
đ Donât forget to subscribe for more conversations on leadership, business, faith, and personal growth.
In this episode of the Relentless Growth Podcast, host Chase Calhoun and guest Jack Maher of John Maher Builders dive deep into the future of community development. From multifamily projects to build-to-rent neighborhoods, they explore what it really takes to create spaces that are more than just housesâtrue communities where people love to live.
Youâll hear about:
Wins and challenges in multifamily and single-family development
How amenities like pools, gyms, dog parks, coworking spaces, and playgrounds shape resident experience
Why post-COVID design trends (home offices, flexible spaces, resort-style amenities) are here to stay
The growing role of local builders vs. national developers in shaping unique neighborhoods
Lessons from personal experience in zoning, entitlement, and navigating city approvals
Whether youâre a real estate investor, builder, or someone curious about the future of housing and community design, this conversation unpacks what it takes to build more than just structuresâitâs about creating connection, lifestyle, and lasting value.
đ Donât forget to subscribe, rate, and share the Relentless Growth Podcast for more insights into real estate, business, and growth!
In this episode of the Relentless Growth Podcast, hosts Jack Maher and Chase Calhoun dive deep into the opportunities and challenges of investing in secondary and tertiary real estate markets.
Chase shares updates on his upcoming Ironman race and progress with a Build-to-Rent project featuring single-family homes with attached ADUsâa fresh approach to meeting housing demand. Jack discusses navigating large-scale subdivisions near Nashville and how entitlement processes can shape long-term success.
Together, they explore:
Why job growth, schools, and safety drive housing demand in smaller markets
The role of city infrastructure like sewer systems in scaling developments
How to identify communities that welcome growth and development
The rising need for affordable workforce housing in high-demand areas
Whether youâre a real estate developer, investor, or simply curious about how to spot hidden growth opportunities outside primary markets, this episode will give you practical insights into the future of Build-to-Rent, ADUs, and housing affordability.
In this episode of The Relentless Growth Podcast, Jack Maher and Chase Calhoun dive into the exciting world of GPT-5 and how itâs transforming the way we work, learn, and live.
From streamlining construction documents and city development projects to saving money on legal reviews and even creating bedtime stories for kids, Jack and Chase share real examples of how theyâre leveraging the latest AI breakthroughs.
They discuss:
Why GPT-5 is a game-changer compared to previous models
How AI is helping businesses move faster with smarter document analysis
Practical ways to use AI for teaching, homeschooling, and breaking down complex topics
Creative uses of AI at home, like writing personalized childrenâs stories
The future potential of AI in real estate, development, and professional communication
Whether youâre an entrepreneur, a parent, or just curious about where AI is heading, this episode will give you insights into how GPT-5 can help you save time, communicate better, and unlock new opportunities.
đ Tune in to learn how you can start applying AI to your own business and personal life today.
Whatâs really holding you back? In this episode of The Relentless Growth Podcast, Chase Calhoun and Jack Maher dive deep into the hidden force that stops so many entrepreneurs and high performers from reaching their full potential: limiting beliefs.
Chase shares how training for a full Ironman pushed him past the mental roadblocks he once believed were impossible to overcome, while Jack explains why surrounding yourself with the right people is essential for breaking through self-imposed barriers. Together, they explore:
How to recognize and challenge your own limiting beliefs
The power of environment and community in shaping your mindset
Why goal setting and writing things down dramatically increase success rates
Real stories of growth in business, fitness, and personal life
If youâve ever told yourself, âIâm not good enough,â âIâll never be able to do that,â or struggled to take the next big step toward your goalsâthis episode will help you reframe your mindset and see whatâs truly possible.
đ Subscribe to The Relentless Growth Podcast for more conversations on leadership, mindset, and building the life youâve always wanted.
In this episode of The Relentless Growth Podcast, co-hosts Chase Calhoun (Little Rock, AR) and Jack Maher (Spring Hill, TN) dive into one of the most powerful trends shaping the U.S. today: migration out of high-cost states like California into opportunity-rich places like Arkansas and Tennessee.
Chase shares the real story behind a new Arkansas law that allows single-family homes with ADUs by rightâand how his 43-lot development is pushing through city red tape to bring more affordable housing to market. He also breaks down what heâs seeing firsthand in migration patterns: families leaving California for Arkansas in record numbers, driven by cost-of-living advantages and a better quality of life.
Jack adds perspective from Tennessee, where corporate relocations like Nissan and In-N-Out have accelerated population growth, bringing not just wealthier homeowners but also skilled workers and middle-class families seeking stability and opportunity. Together, they unpack how COVID accelerated these shifts, why cost-of-living parity across states is shocking to many, and how moving can dramatically change financial futures.
What youâll learn in this episode:
The impact of Arkansasâs new ADU law on real estate development
Why Californians are moving to Arkansas and Tennessee in large numbers
How cost-of-living and wage comparisons change the migration equation
Real stories of families who took pay cuts but gained quality of life
Why now may be the best time to invest in Arkansas and Tennessee real estate
If youâre curious about real estate, migration trends, or building a better life through bold decisions, this episode will give you valuable insights into whatâs really happening across America.
đ Subscribe to The Relentless Growth Podcast for more stories on business, real estate, and building a life without limits.
In this episode of the Relentless Growth Podcast, Jack Mayer sits down with Chase Calhoun to explore how leadership principles from the business world can transform your family life. Drawing from experiences at GoBundanceâs FamBundance event and a grueling father-son Squire Program, Chase shares how tools like EOS, vision casting, and âtracking what mattersâ can strengthen your marriage, improve communication, and help you build a family culture of growth.
Youâll learn:
How to adapt business meeting frameworks for your marriage and family.
Why setting shared values and a relationship vision creates alignment.
Practical steps to start weekly ârelationship meetingsâ that actually work.
How small, consistent improvements compound into lasting family change.
Whether youâre a parent, partner, or simply want more intentional relationships, this conversation will inspire you to lead at home with the same clarity and purpose you bring to your business.
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 itâs navigating zoning issues, gaining public support for housing projects, or simply earning trustâbeing 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 earlyâbefore the entitlement battle begins. Jack outlines a practical framework for engaging in your local ecosystem through three essential community pillars:
đď¸ City staff and elected officials
đ˘ Local business and civic groups like Chambers of Commerce
đĽ 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 optionalâitâs strategic.
𧹠Subscribe to the Relentless Growth Podcast for weekly episodes on real estate development, business growth, and lessons learned from the trenches.
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 youâll 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 attemptâderailed by local politics and community resistanceâled to a strategic pivot using by-right ADU laws.
Together, they cover:
â The difference between by-right zoning and rezoning (and why it matters)
đď¸ How failed subdivisions can offer hidden opportunities
â ď¸ Political and public opposition: how to anticipate and mitigate it
đ Why pre-application meetings with city planners are crucial
đ How to build flexibility into your entitlement strategy
đ§ 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.
đ ď¸ Subscribe for more episodes on real estate development, growth strategies, and lessons from the field.