Relentless Growth Podcast

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 renovations.

They discuss how to find dependable trades, structure payment schedules, verify completed work, control material quality, and build long-term relationships with subcontractors who will prioritize your projects.

You’ll learn:

• Where to find quality subcontractors
• Why the cheapest bid often costs more
• How to avoid paying ahead of completed work
• Why fast, consistent payment builds loyalty
• How to keep projects on schedule
• When supplying materials yourself makes sense
• How to help great subcontractors grow with your business
• Why investors should spend more time on-site

Whether you are a general contractor, real estate investor, builder, or homeowner managing a renovation, this episode will help you reduce risk and get better results from your construction crews.

Subscribe to the Relentless Growth Podcast for practical conversations about construction, real estate investing, property management, leadership, and growing a successful business.

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, rent collections, tenant communication, and KPIs required to operate a large rental portfolio effectively.

Chase also shares lessons from managing approximately 150 single-family and small multifamily units, including the added complexity of scattered-site rentals and third-party property management.

They cover:

• Why speed matters during rental property turnovers
• Jack’s goal of completing every unit turn within 10 days
• How delayed repairs and approvals increase vacancy costs
• Building an effective in-house maintenance team
• Why maintenance response times directly affect tenant renewals
• Treating tenants like customers
• The difference between managing your own properties and managing for outside owners
• Using EOS scorecards and property management KPIs
• When difficult properties may no longer be worth the management burden

Whether you own one rental property or hundreds of units, this episode offers practical lessons for improving operations, reducing vacancies, retaining tenants, and building a more profitable property management system.

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, and lead their teams.

Jack and Chase explore the power of positive thinking, gratitude, and eliminating negative self-talk, while also unpacking how “negative stacking” can make unrelated problems feel bigger than they really are. They also talk about the importance of surrounding yourself with the right people, limiting negative media, and being intentional about the information you consume.

The conversation also gets into the reality of stress and anxiety in entrepreneurship. Chase shares how stress can be built like a muscle, and Jack explains why pushing yourself into bigger challenges can make previous levels of difficulty feel manageable.

Whether you are a real estate investor, builder, business owner, or aspiring entrepreneur, this episode will help you think more intentionally about mindset, resilience, leadership, and personal growth.

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, and business owners trying to protect what they are building.

Chase and Jack also dive into the realities of workers’ comp insurance, general liability coverage, subcontractor requirements, insurance audits, contractor licensing, and property insurance claims. Chase shares a real-world example of a workers’ comp claim that became expensive and stressful because the right protections were not in place, while Jack explains why staying on top of subcontractor insurance paperwork is critical as you scale.

Whether you own rental properties, run a construction company, flip houses, or are just starting your real estate investing journey, this conversation will help you think more clearly about LLCs, liability protection, insurance coverage, subcontractor risk, and how to avoid costly mistakes that can wipe out profits.

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 designing projects that can either sell for a profit or transition into strong rental properties if the market shifts.

Chase shares real-world examples from his construction and property management businesses, including spec homes that became rentals, lessons learned from managing large properties, and why smaller, more affordable homes often provide better long-term flexibility. Jack discusses practical construction decisions—from flooring and paint selections to buyer customization options—that can dramatically impact profitability, maintenance costs, and resale value.

Whether you're a builder, developer, investor, or landlord, this episode provides actionable strategies for staying active, reducing risk, and positioning yourself for long-term success regardless of market conditions.

In this episode, you'll learn:

• How to build properties with multiple exit strategies
• When to sell a property versus keep it as a rental
• Why square footage impacts rental performance and turnover costs
• The best finishes and design choices for flexibility and durability
• How neutral selections can attract more buyers and tenants
• Ways to reduce maintenance costs and improve long-term returns
• Why staying in the game during slow markets creates future opportunities
• How Chase and Jack evaluate new construction projects in today's economy

If you're looking to build smarter, invest more strategically, and grow through changing market cycles, this episode is packed with practical insights you can implement immediately.

#RealEstateInvesting #SpecHomes #RentalProperties #HomeBuilding #ConstructionBusiness #PropertyManagement #RealEstateDevelopment #PassiveIncome #HouseHacking #RelentlessGrowthPodcast

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, underwriting, marketing, website development, and everyday business operations.

Chase shares how AI helped streamline website development, improve SEO, create marketing materials in minutes, and automate tasks within property management software. Jack explains how he's using AI to build financial models, evaluate investment opportunities, stress-test real estate deals, and make better business decisions faster than ever before.

But while AI creates incredible opportunities for efficiency and growth, they also discuss an important question: Are businesses becoming too automated? From customer service to tenant communication and sales interactions, Chase and Jack explore why human connection may become even more valuable as AI adoption continues to grow.

In this episode, you'll learn:

• How real estate investors are using AI to analyze deals and run property valuations
• Practical ways entrepreneurs can use Claude and ChatGPT today
• How AI can improve SEO, marketing, and website development
• Why prompt engineering is becoming a critical business skill
• The risks of over-automating customer interactions
• How AI may impact jobs, customer service, and business operations in the future
• Why human relationships remain a competitive advantage in an AI-driven world

Whether you're a real estate investor, entrepreneur, business owner, property manager, or simply curious about the future of AI, this episode provides practical insights you can apply immediately.

Have a question you'd like answered on a future episode? Leave a comment and let us know. We may feature your question in an upcoming Relentless Growth Podcast Q&A episode.

#AI #ArtificialIntelligence #RealEstateInvesting #PropertyManagement #Entrepreneurship #BusinessGrowth #ChatGPT #ClaudeAI #RealEstate #SmallBusiness #SEO #Marketing #Automation #Investing #RelentlessGrowthPodcast

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 entrepreneurs often embrace the "Ready, Fire, Aim" mindset—taking action before everything is perfect, learning through real-world experience, and adjusting course along the way.

Drawing lessons from Elon Musk, SpaceX, real estate development, and their own entrepreneurial journeys, they explain why execution consistently beats overplanning and how taking imperfect action can accelerate your growth in business and investing.

In this episode, you'll learn:

• Why action creates opportunities that planning never will
• How entrepreneurs use feedback to improve faster than competitors
• The dangers of analysis paralysis and perfectionism
• Why experience is more valuable than endless research
• How small business owners and real estate investors can get started today
• The importance of generating revenue before focusing on logos, websites, and branding
• Lessons from Elon Musk, SpaceX, Tesla, and rapid innovation

Whether you're thinking about starting a business, buying your first investment property, launching a side hustle, or scaling an existing company, this episode will help you stop waiting for the perfect moment and start building momentum.

Subscribe to the Relentless Growth Podcast for weekly conversations on entrepreneurship, real estate investing, business development, leadership, wealth building, and creating long-term success.

#Entrepreneurship #BusinessGrowth #RealEstateInvesting #SmallBusiness #StartupLife #Leadership #ElonMusk #BusinessPodcast #RealEstatePodcast #PersonalDevelopment #RelentlessGrowth

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. Rather than waiting for the market to improve, Chase and Jack discuss the practical strategies they're implementing right now to keep their businesses growing.

Topics covered in this episode include:

• How high interest rates are impacting homebuilders, developers, and real estate investors
• Why "waiting for the market to recover" is a dangerous business strategy
• Diversifying revenue streams during economic uncertainty
• Opportunities in build-to-rent, property management, house flipping, and commercial tenant improvements
• Finding underserved markets where competition is lower and demand is higher
• Adapting business goals when market conditions change
• The importance of aligning your skill set with current customer demand
• Lessons from operating construction and real estate businesses through a slow market

Whether you're a builder, contractor, real estate investor, developer, or business owner, this episode offers actionable insights on identifying opportunities, generating revenue, and positioning your company for long-term success—even when the economy isn't cooperating.

Subscribe to the Relentless Growth Podcast for more conversations on entrepreneurship, real estate investing, construction business growth, leadership, and scaling companies through every market cycle.

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 difficult to manage, and what investors and property managers must do to stay competitive in today’s environment. They also break down practical strategies for improving rent collections, communicating with tenants, reducing turnover, and creating a better resident experience.

Topics covered in this episode include:

• The current state of the rental market in Arkansas and Tennessee
• Why leasing has slowed and concessions are returning
• Property management systems that improve tenant retention
• How to reduce delinquencies and avoid evictions
• Why personal communication still wins in property management
• The importance of operational excellence during slower markets
• Build-to-rent trends and changing renter demographics
• Leasing strategies, pricing tactics, and tenant psychology
• How maintenance teams impact renewals and customer satisfaction
• Why smaller landlords may have an advantage over large corporations

Whether you own a handful of rentals or manage a large multifamily portfolio, this episode is packed with actionable insights on navigating today’s changing real estate market.

Subscribe to the Relentless Growth Podcast for more conversations on real estate investing, construction, development, entrepreneurship, and building long-term wealth.

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 navigating today’s tougher market conditions while continuing to build momentum.

They discuss:

• How to survive business slowdowns without panicking
• Why market plateaus create massive long-term opportunities
• Adapting your real estate and construction business during economic uncertainty
• The importance of flexibility, cash flow, and preserving your core business
• How successful entrepreneurs pivot when their original plan stops working
• Why consistency and staying “in the game” matter more than timing the market
• Lessons from real estate investing during downturns
• Building long-term wealth through discipline and patience

Chase and Jack also share personal updates on fitness, bodybuilding, Brazilian Jiu Jitsu, and the role discipline plays in both business and life.

If you're an entrepreneur, contractor, investor, developer, or someone trying to grow during uncertain times, this episode is packed with practical insights and real-world experience.

Topics Covered:
Real Estate Investing, Construction Business, Entrepreneurship, Business Growth, Economic Slowdown, Leasing Strategies, Market Cycles, Multifamily Investing, Home Building, Scaling a Business, Leadership, Discipline, Wealth Building, Long-Term Investing

Subscribe to the Relentless Growth Podcast for weekly conversations on business, real estate, investing, fitness, and personal development.