Hole in the Wall Business Podcast

Hole in the Wall Business Podcast

Business EN ↓ 162 episodes

Welcome to the Hole in the Wall business podcast w/ Bill and James. I’m James Groves and along with my business partner Bill DeMent, we want to share our journey as small business owners with you. As owners of Hole in the Wall Drywall Repair for over the past decade, we have learned a few things. From the big wins, to the occasional mistakes, we will attempt to peel back the curtain of owning a small business in the trade service industry. We don’t have all the answers but perhaps we can learn a few things as navigate the many adventures of owning a small business.

Author

Hole in the Wall Business Podcast

Category

Business

Latest episode

May 5, 2026

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Episodes

Handle Price Objections WITHOUT Discounting | Hole in the Wall Business Podcast Ep. 164 05.05.2026

In episode 164 of the Hole in the Wall Business podcast Bill and James break down what price objections actually mean and why discounting can quietly damage your business. They dig into how to respond in a way that protects your margins while increasing trust. Price objections typically = uncertainty, comparison, or lack of clarity. Their conversation covers how to ask better questions, explain yo...

What Happens After Disaster Strikes ft. Joel Moss | Hole in the Wall Business Podcast Ep 163 28.04.2026

In this episode, we sit down with Joel Moss from Rytech Restoration. He’s been in this world for a long time, starting out in the trades and eventually building and selling his own restoration company before stepping into a leadership role. We get into how he got started, what restoration work really looks like day to day, and what separates companies that grow from the ones that stay stuck. Joel...

From Service to Stewardship ft. Mark Holloway of Property Stewards | HIW Business Podcast Ep 162 31.03.2026

In this episode of the Hole In The Wall Business Podcast, Bill DeMent and James Groves sit down with Mark Holloway of Property Stewards to talk about a different approach to home services, property stewardship. Instead of one-off jobs, this model focuses on long-term relationships and proactive service to create real value for homeowners. If you’re in the trades or service industry this conversati...

How We Beat Imposter Syndrome as Owners (And How You Can Too) | HIW Business Podcast Ep 161 24.03.2026

Welcome to Episode 161 of The Hole in the Wall Business Podcast with Bill and James. In this episode Bill DeMent and James Groves tackle a very real topic that almost everyone in business experiences: Imposter Syndrome. You may feel like you don't belong. You may question your decisions. You may wonder when you will get "found out" for being an imposter. This episode digs into the re...

Growth Through Rebranding, Systems, and Partnership | Hole In The Wall Business Podcast Ep. 160 17.03.2026

Welcome to Episode 160 of The Hole in the Wall Business Podcast with Bill and James. In this episode, Bill DeMent and James Groves sit down with Andy Lawniczak and Ben Swanson from Precision Auto Wraps to talk about what really happens when a small business begins to grow. They break down the transition from a one man operation to a growing company with employees, systems, stronger financial visib...

INTENTIONAL Leadership Development Drives Better Results | Hole In The Wall Business Podcast Ep 159 27.01.2026

In this episode, Bill DeMent and James Groves sit down with Jorge Figueroa to talk about leadership as a learned skill, not just a job title. The conversation explores what real leadership looks like in practice, how leaders grow through adversity, and why intentional development is critical for building strong teams. This episode is especially valuable for business owners, managers, and franchise...

Ep 158 | Building a Business on Trust, Leadership, & Systems ft Certified Best Roofing | Hole in the Wall Business Podcast 06.01.2026

In this episode, Bill DeMent and James Groves sit down with Carrie Moreau and Derrick Vittitou to talk about what it really takes to build and grow a service-based business without sacrificing trust or operational discipline. They dig into the realities of scaling in the trades, developing strong internal systems to creating accountability across a growing team. If you’re trying to grow without lo...

Ep 157 | Build a Team Without Micromanaging (Leadership That Actually Scales) | Hole in The Wall Business Podcast 16.12.2025

In this episode, Bill DeMent and James Groves break down one of the biggest challenges business owners face: building a strong team without micromanaging . Micromanagement kills trust, slows growth, and burns leaders out. This conversation focuses on how to create accountability, empower employees, and scale a business without needing to control every detail. If you’re a business owner, franchisee...

Ep 156 - Nobody's Coming to Save You 09.12.2025

In this episode of the Hole In The Wall Business Podcast, Bill DeMent and James Groves deliver a powerful message for business owners, franchisees, and entrepreneurs alike:There is no Calvary, there is no hero, nobody’s coming to save you. Success doesn’t come from luck, timing, or outside rescue. Success comes from ownership over your own problems and discipline with consistent action. If you’ve...

Ep 155 - Tony Hulbert - HorsePower Brands 14.10.2025

In this episode of the Hole In The Wall Business Podcast Bill DeMent and James Groves sit down with Tony Hulbert of HorsePower Brands to discuss what it takes to build, scale, and sustain franchise success. Tony shares insights into franchise development, operational excellence, and how strong leadership fuels brand growth across multiple industries. If you’re a current or aspiring franchise owner...

Ep 154 - Les Clow - Mr Duct Cleaner 07.10.2025

In this episode, Bill DeMent and James Groves talk with Les Clow, owner of Mr. Duct Cleaner, about what it takes to run a successful home service business. Les shares how he transitioned from the corporate world into entrepreneurship, the importance of building trust with customers, and the leadership lessons that helped him grow a scalable, values-driven company. Follow us on our new YouTube chan...

Ep 153 - Tony Busby - Steve Gensolin - Roof Roof 16.09.2025

In this episode, hosts Bill DeMent and James Groves sit down with Tony Busby and Steve Gensolin of Roof Roof. They share their story of building a company that puts the customer over the insurance carriers. Roof Roof is a brand new concept that will change how Florida Homeowner engage with the insurance companies. This is a must-listen for small business owners and anyone curious about what it rea...

Ep 152 - Tyler Specht - SquidCrate Video Strategy 09.09.2025

In this episode, we sit down with Tyler Specht of SquidCrate Video Strategy to unpack how small businesses can use video strategy to stand out, build trust, and grow faster. Tyler breaks down the difference between storytelling vs. selling, why Video Business Cards are powerful, and how short-form + long-form video can both drive leads. Whether you’re in the trades, service industry, or local busi...

Ep 151 - Trish Murphy - Marketing Smarty Pants 19.08.2025

In Episode 151, we sit down with Trish Murphy, founder of Marketing Smarty Pants and longtime outsourced CMO for Hole in the Wall Drywall Repair. Trish shares how she helps businesses clarify their message, refine their branding, and manage their marketing to consistently bring in more leads, revenue, and loyal customers. We cover:What marketing management really meansHow messaging shapes customer...

Ep 150 - Becoming the Go To Brand 12.08.2025

In Episode 150, we dive into the strategies, mindset, and actions that turn your business into the go-to brand in your market. From building trust and authority to delivering a consistent client experience, you’ll learn exactly how to position your business so customers think of YOU first every single time. We discuss:The difference between a recognizable brand and a “go-to” brandBuilding and prot...

Ep 149 - Fred Webster - TES Career Coach 29.07.2025

Welcome to The Hole in the Wall Business Podcast with Bill and James. In Episode 149, we’re joined by Fred Webster, a career ownership coach with The Entrepreneur’s Source (TES), who helps people transition from being stuck in a job to becoming successful franchise owners. Fred shares how TES helps uncover people's entrepreneurial potential, even when they don’t believe they have it yet. We di...

Ep 148 - Building Your Brand - 3 Year Anniversary 22.07.2025

Welcome to The Hole in the Wall Business Podcast with Bill and James. In this special 3-year anniversary episode, Bill and James look back on the growth of their business, the evolution of their brand, and the lessons they've learned about personal and professional development. Whether you're building a small business, scaling a brand, or just starting out, this episode is packed with insi...

Ep 147 - Jim Roman - Business Owners Institute 15.07.2025

This week, Bill and James are joined by Jim Roman, business coach and founder of the Business Owner Institute. Jim shares his powerful personal story of loss and resilience, and walks us through the 9 stages of business growth, revealing what it really takes to build a company that runs—and grows—without you. From his beginnings in the restaurant industry, through franchise ownership with BNI, to...

Ep 146 - Retaining Information after Training 08.07.2025

You just got back from a business seminar, networking event, or franchise training: you're inspired, your notebook is full… now what? In this episode of The Hole in the Wall Business Podcast, Bill and James share a step by step framework for turning that post training momentum into real business results. Learn how to retain valuable insights, follow up effectively, and keep the flame alive lon...

Ep 145 - James Groves - Co-Owner Chat 01.07.2025

In this special origin story episode, Tyler Specht sits down with co-host James Groves to uncover his unexpected path—from backstage entertainment gigs and African missions to becoming the operational mastermind behind one of the most systemized drywall franchises in the country. James shares the wild turns of his career, his time building in Zambia, and the mindset and operational structure that...

Ep 144 - Bill DeMent - Founder Chat 24.06.2025

Welcome to The Hole in the Wall Business Podcast with Bill and James. In this episode, Bill steps into the guest seat as Tyler Specht interviews him about the full journey of founding Hole in the Wall Drywall Repair—from his early days as a painter in Oklahoma, through the 2008 financial crash, to the vision and grit that launched a franchise. You'll get actionable insights, hear real-life exp...

Ep 143 - Kyle Davis - Integrity Financial.mp3 17.06.2025

Welcome to The Hole in the Wall Business Podcast with Bill and James. In this episode, we reconnect with Kyle Davis of Integrity Financial—an advisor who built a thriving $45M+ practice not with cold calls or spammy tactics, but with genuine relationship marketing. From moving cities and scaling virtually, to mentoring new advisors and bringing his wife into the business, Kyle shares raw insight o...

Ep 142 - Don Strube - Florida Paints 11.06.2025

Welcome to The Hole in the Wall Business Podcast with Bill and James, in this episode we sit down with Don Strube, co-founder of Florida Paints and former Color Wheel executive, to unpack how a 20-foot shed operation became a 100 million dollar paint empire, how the family exited at the top of the housing boom, and why they jumped back in to build Florida Paints even bigger, you will hear practica...

Ep 141 - Courtney Felton - Detailing Express 03.06.2025

In this episode, we meet Courtney Felton, founder of Detailing Express and U.S. Air Force veteran, who went from bootstrapping a mobile car wash with rags and a mop bucket to landing corporate contracts with BMW, UPS, and luxury vehicle brands. Courtney shares how the military sharpened his logistics mindset, how a subscription model changed his business forever, and what it really takes to scale...

Ep 140 - Wes Robbins - W Robbins Company 27.05.2025

Welcome to The Hole in the Wall Business Podcast with Bill and James. In this episode, we sit down with Wes Robbins, VP and partner at W Robbins & Company, who shares his journey from pouring concrete in New York to leading a 50+ employee construction business across 22 counties in Florida. Wes opens up about scaling operations, why he doesn’t sleep, and how networking built his company more t...

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