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Entrepreneurship Lessons | Mike DeJong on Escaping the Operator Trap and Building Business Freedom - Late Night Happy Hour. Episode 478
Jun 25, 2026
Unknown duration
Scaling Purgatory | How to Grow a Service Business Without Breaking Your Culture - Turf's Up Radio. Episode 477
Jun 23, 2026
Unknown duration
AI for Business | How Home Service Owners Can Use AI, Automation, and Systems to Stay Ahead - Turf's Up Radio. Episode 476
Jun 16, 2026
Unknown duration
Concrete Consulting | Joe Toppi on Niching Down, Commercial Concrete Growth, and Building a Scalable Business - Late Night Happy Hour. Episode 475
Jun 11, 2026
Unknown duration
Business Freedom | Creating Freedom Through Systems, Delegation, and Leadership - Turf's Up Radio. Episode 474
Jun 9, 2026
Unknown duration
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/25/26 | ![]() Entrepreneurship Lessons | Mike DeJong on Escaping the Operator Trap and Building Business Freedom - Late Night Happy Hour. Episode 478 | Hey there, Home Service Heroes! In this episode, Mike DeJong, the master of the operator to owner transition, joins us in the bar, and we dive into the journey from working in the business to truly owning it. Mike shares how he went from pilot and engineer to franchise owner, and the hard lessons he learned about scaling, delegation, and building systems that actually work. If you've ever felt stuck doing everything yourself, this conversation will hit close to home. We also get into financial literacy for business owners, why SOPs are the foundation of growth, and how to find people who are better than you at key parts of the business. Mike breaks down the mindset shifts that helped him build multiple successful businesses and create a lifestyle centered around freedom and travel. Grab a drink and pull up a barstool because this episode is packed with practical lessons you can use to grow your business without burning yourself out. To know more about what Mike does, visit: https://mikedejong.com/ | ā | ||||||
| 6/23/26 | ![]() Scaling Purgatory | How to Grow a Service Business Without Breaking Your Culture - Turf's Up Radio. Episode 477 | Hey there, Home Service Heroes! In this episode, we dive into the highs, lows, and hilarious mishaps from a Boundary Waters adventure while uncovering some powerful lessons about entrepreneurship along the way. From tipped canoes and lost fishing gear to teamwork, resilience, and problem solving under pressure, the stories from the wilderness sound a lot like what happens when you're growing a business. Sometimes the best lessons about leadership come from figuring out what to do when things do not go according to plan. We also get into the realities of scaling a service business, building a leadership team, protecting company culture, and navigating the growth stages that every owner eventually faces. I share a behind the scenes look at our bookkeeping business, the investments we're making in people, and why developing leaders from within is the key to breaking through growth bottlenecks. If you're working through the challenges of growth, hiring, profitability, or creating opportunities for your team, this episode is packed with lessons you can apply right away. | ā | ||||||
| 6/16/26 | ![]() AI for Business | How Home Service Owners Can Use AI, Automation, and Systems to Stay Ahead - Turf's Up Radio. Episode 476 | Hey there, Home Service Heroes! In this episode, we dive into the fast moving world of AI, automation, and what it means for home service business owners trying to stay ahead of the curve. We talk about the difference between visionaries and integrators, how great ideas become real systems, and why learning to communicate with AI may become one of the most valuable skills an entrepreneur can develop. There is also a deep discussion around Wispr, Claude, ChatGPT, business automation, reporting dashboards, and using AI to eliminate repetitive work while creating better customer experiences. We get into the future of marketing, customer expectations, software development, and how business owners can use AI to make faster and smarter decisions. Along the way, we share practical advice on getting started with AI, organizing ideas, building scalable systems, and avoiding the trap of spending time on things that technology can handle for you. If you want to understand where business is heading and how to position your company for the next wave of innovation, this episode is packed with insights you can start applying today. | ā | ||||||
| 6/11/26 | ![]() Concrete Consulting | Joe Toppi on Niching Down, Commercial Concrete Growth, and Building a Scalable Business - Late Night Happy Hour. Episode 475 | Hey there, Home Service Heroes! In this episode, Joe Toppi from Stancon Consultants joins us in the bar to talk about the power of specialization and why narrowing your focus can completely transform a business. We dig into how Joe built Stancon Consultants into a leading resource for commercial and industrial concrete contractors by becoming the expert in a very specific niche. He shares lessons on estimating, bidding, project management, and what it takes to stand out in a crowded marketplace. We also get into leadership, financial strategy, construction contracts, AI in the trades, and building systems that allow owners to create more freedom in their lives. Joe breaks down how successful contractors win more profitable work, manage risk, and scale without becoming trapped in the day to day operations of the business. If you're looking to grow a service company, sharpen your competitive advantage, and build a business that gives you more flexibility, this episode is packed with practical insights you can use right now. Visit the Stancon Consultants website if you want to know more about what Joe Toppi does. | ā | ||||||
| 6/9/26 | ![]() Business Freedom | Creating Freedom Through Systems, Delegation, and Leadership - Turf's Up Radio. Episode 474 | Hey there, Home Service Heroes! In this episode, we dive into what it really means to build a business that can operate without you being involved every single day. We talk about leadership, delegation, company culture, and why stepping away from your business is often the best way to discover where your systems are strong and where they need work. If you've ever wondered whether your company could survive a week, a month, or even longer without you, this conversation will give you plenty to think about. We also get into travel, outdoor adventures, family experiences, and the importance of creating mental resets as an entrepreneur. Along the way, we share lessons from Disney, remote team management, customer experience, and the growing role technology and AI will play in the future of business ownership. If you're chasing freedom through entrepreneurship, this episode is packed with practical insights on how to build a company that supports your life instead of controlling it. | ā | ||||||
| 6/4/26 | ![]() Vending Machine Business | Scott 'Zig' Ziegler on Smart Vending, Entrepreneurship, and Scaling New Revenue Streams - Late Night Happy Hour. Episode 473 | Hey there, Home Service Homies! In this episode, Zig joins me in the bar to talk about the world of smart vending machines, entrepreneurship, and what it takes to build multiple businesses without losing your mind. Zig shares how he grew a vending machine operation, the opportunities he sees in AI powered coolers, and why unattended retail is creating new paths for business owners looking to diversify their income. We also talk about sales, lead generation, technology, and the realities of building a business that can grow without depending on you every minute of the day. We get into the challenges of hiring, managing cash flow, balancing family life, and making the transition from working in the business to leading it. Zig opens up about scaling companies, selling businesses, and the lessons learned from juggling entrepreneurship, outdoor adventures, and raising a family. If you're looking for practical business insights, emerging opportunities, and real conversations about growth, this episode is packed with ideas you can apply right now. | ā | ||||||
| 6/2/26 | ![]() Back on the Truck | Leadership Lessons, Scaling Challenges, and Business Owner Resilience - Turf's Up Radio. Episode 472 | Hey there, Home Service Homies! In this episode, we dive into what happens when business growth gets messy and why sometimes the best thing an owner can do is get back on the truck. We talk about leadership bottlenecks, employee turnover, capacity challenges, and the tough decisions that come with growing a service business. I share stories from the trenches about stepping back into sales, supporting the team during difficult seasons, and learning how to lead when things do not go according to plan. We also get into company culture, hiring the right people, building accountability, and creating systems that can survive unexpected setbacks. There is a great conversation around entrepreneurial resilience, mental toughness, content creation, AI tools, and the lessons that come from solving real business problems in real time. If you are dealing with growth pains, team challenges, or feeling like your business is testing you right now, this episode will remind you that every owner goes through it and comes out stronger on the other side. | ā | ||||||
| 5/28/26 | ![]() Financial Planning | Ken Himmler on Building Wealth, Tax Strategy, and Business Freedom - Late Night Happy Hour. Episode 471 | Hey there, Home Service Homies! In this episode, Ken Himmler from One Wealth Map joins me in the bar to talk about what business owners actually need to know about building wealth outside of just making more money. We dive into tax strategy, estate planning, investment decisions, and why so many entrepreneurs are accidentally creating financial chaos while growing successful companies. Ken breaks down how emotions impact financial decisions and why having a real plan matters more than chasing the next hot investment trend. We also get into scaling businesses, building the right culture, hiring the right people, and defining success beyond just revenue numbers. Thereās a huge conversation around AI in financial services, measuring business performance, and how entrepreneurs can create long term freedom instead of staying trapped in the grind forever. If you want to grow your business while building a financial future that actually supports your life, this episode is loaded with practical lessons you can use right now. You can visit One Wealth Map website to know more about what Ken Himmler do. | ā | ||||||
| 5/26/26 | ![]() Home Service Marketing | AI, Branding, Private Equity, and Growth Strategies for Home Service Businesses - Turf's Up Radio. Episode 470 | Hey there, Home Service Homies! In this episode, we dive into the wild world of home service marketing, private equity roll ups, AI tools, and what it actually takes to stand out in a crowded market. We talk about rising Google Ads costs, why building a real brand matters more than ever, and how authenticity is becoming the biggest advantage small business owners still have. Thereās also a ton of conversation around social media content, storytelling, personal branding, and why low production videos often outperform polished corporate marketing. We also get into business acquisitions, exit planning, leadership challenges, and the mistakes that happen when owners build companies that depend entirely on them. Youāll hear stories about golf outings, Boundary Waters trips, startup failures, funny business ideas, and the lessons that come from trying crazy stuff and figuring it out as you go. If you want to grow a home service business that people actually remember while staying ahead of AI and private equity competition, this episode is packed with ideas you can put to work right now. | ā | ||||||
| 5/21/26 | ![]() Home Service AI | Using AI, Business Valuations, and Automation to Scale Home Service Companies - Turf's Up Radio. Episode 469 | Hey there, Home Service Homies! In this episode, we dive into how AI is changing the way home service businesses operate and why business owners need to pay attention before they get left behind. We talk through AI automations, onboarding systems, integrations, and the difference between being a visionary versus being the person actually building the systems. We also get into shiny object syndrome and how to stay focused while still using new technology to create leverage in your business. We break down real business valuation examples and play a live version of āThe Price Is Rightā with businesses that are currently for sale. Youāll hear conversations around recurring revenue, profitability, owner involvement, and what actually makes a business valuable when it comes time to sell. If you want to grow a company that creates freedom, builds wealth, and stays ahead of the curve, this episode is packed with ideas you can put to work right now. | ā | ||||||
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| 5/19/26 | ![]() Cleaning Business Podcast | Stephanie Pipkin on Cleaning Business Growth, Wild Entrepreneur Stories, and Podcasting - Late Night Happy Hour. Episode 468 | Hey there, Home Service Homies! In this episode, Stephanie Pipkin from Serene Clean and Filthy Rich Cleaners Podcast joins us in the bar to talk about what it was like building a cleaning company, launching the podcast, and creating content that actually connects with home service business owners. We get into how podcasting opens doors, creates authority, and gives you endless ways to repurpose content for marketing and audience growth. Stephanie also shares how she went from making YouTube content to collaborating with software companies and helping shape tools for cleaning business owners. We also dive into the real side of running a cleaning company and why authentic stories matter more than polished branding. Stephanie shares some absolutely wild cleaning business stories, lessons from scaling a company, and what it takes to stay consistent with two podcast episodes every single week. If you want to grow your home service business while building a brand people actually remember, this episode is packed with laughs, strategy, and real entrepreneurial insight. You can visit Filthy Rich Cleaners website or her Facebook page to hear more from Stephanie. Filthy Rich Cleaners Stephanie from Serene Clean | ā | ||||||
| 5/14/26 | ![]() AI Automation | Ryan Fenn on Scaling Home Service Businesses with AI, Marketing, Recruiting & Automation - Late Night Happy Hour. Episode 467 | Hey there, Home Service Homies! In this episode, Ryan Fenn from CHIIRP joins us in the bar and we get into everything from AI automation to scaling home service businesses without losing your mind. We talk about marketing systems, recruiting great employees, improving customer follow up, and why speed to lead matters more than ever right now. Ryan breaks down how business owners can use automation to create better customer experiences while still keeping the human connection that actually builds trust. We also dive into entrepreneurship, leadership, sales psychology, and the reality of growing a business while balancing family life and personal happiness. Ryan shares lessons from building CHIIRP, what he sees coming with AI, and why so many owners get stuck chasing tactics instead of mastering principles. If you are trying to grow a home service business smarter while staying sane in the process, this episode is packed with ideas you can put to work immediately. Visit CHIIRP to know more! | ā | ||||||
| 5/12/26 | ![]() AI for Home Services | Using AI to Scale, Automate, and Grow Your Home Service Business - Turf's Up Radio. Episode 466 | Hey there, Home Service Homies! In this episode, we dive into how AI is completely changing the game for home service businesses and why the contractors that move fast are going to win big. We talk through real world examples of AI tools improving sales, automating operations, tracking KPIs, and helping owners make smarter decisions without adding more chaos to their day. From marketing and CRM automation to estimating jobs and coaching employees, this conversation is packed with ideas you can actually use right now. We also get into the future of AI in the trades and what business owners need to pay attention to before the industry shifts again. Youāll hear stories about wins, failures, wasted marketing dollars, and the systems that are helping companies stay profitable while growing fast. If you want to work smarter, stay ahead of the competition, and see where the home service industry is headed next, this episode is one you do not want to miss. | ā | ||||||
| 5/7/26 | ![]() Business Exit Planning | James Gorzynski on How to Maximize Your Business Value Before Selling - Late Night Happy Hour. Episode 465 | Hey there, Home Service Homies! In this episode, James Gorzynski from Certified Exit Planners joins me as we dive into what it really takes to build a business that is worth something when you are ready to walk away. I am talking to you as a business owner who is grinding every day but maybe has not thought far enough ahead about the exit. James breaks down how clean financials, strong systems, and less owner dependency can completely change your outcome when it is time to sell. We also get into the real stuff that most people ignore like tax strategy, risk, and what kind of buyer you should actually be aiming for. You are going to hear how ESOPs work, how to think about your timeline, and why starting early gives you way more options. If you want to run your business smarter and not just harder, this is one of those conversations that can change how you play the game. | ā | ||||||
| 5/5/26 | ![]() Business Growth & AI Systems | Scaling a Home Service Business with AI, Leadership, and Team Building - Turf's Up Radio. Episode 464 | Hey there, Home Service Homies! In this episode, we dive into what it really looks like to scale a business when things start breaking in the best way possible. You are going to hear about the different āpurgatoriesā of growth and why each stage demands a completely different version of you as a leader. We also get into the real talk around hiring, building teams, and why your systems will fail if you are growing fast enough. We also break down how AI is changing the game right now and how you can actually use it instead of just playing around with it. You will hear how tools like Claude, Notion, and automation systems are helping build training, content, and operations faster than ever. If you are trying to grow, build a real team, and stay ahead without burning out, this is the conversation you need to hear. | ā | ||||||
| 4/30/26 | ![]() Cleaning Business Marketing | Ray Malaski on Scaling Maid Services with Smarter Marketing - Late Night Happy Hour. Episode 463 | Hey there, Home Service Homies! In this episode, we dive into what it really takes to grow a home service business without burning yourself out or wasting money on the wrong marketing. Ray Malaski from Get Cleaning Clicks breaks down how lead flow, hiring, and capacity all have to work together if you want real growth. You are going to hear why most business owners think they have a marketing problem when they actually have a hiring or operations problem. We get into the evolution of marketing from early Google Ads to local service ads and what is actually working right now. Ray shares how to think about cost per acquisition, why chasing cheap leads is a mistake, and how to build a system that consistently brings in customers. If you want to scale your cleaning business the right way and avoid the common traps, this one will hit home. | ā | ||||||
| 4/28/26 | ![]() Hiring Stories | Crazy Employee Training Lessons and Virtual Event Wins - Turf's Up Radio. Episode 462 | Hey there, Home Service Homies! In this episode, I dive into the wild reality of hiring, training, and leading employees in a fast growing home service business. I am breaking down real stories from the field that will make you laugh, cringe, and probably rethink how you hire your next team member. If you have ever dealt with no shows, excuses, or chaos in training, you are going to feel right at home here. I also get into what actually works when it comes to building a reliable team, avoiding desperation hires, and setting yourself up for long term success. I am sharing the lessons learned the hard way so you do not have to repeat the same mistakes. Stick with me because this is the kind of stuff that turns a messy operation into a business you actually enjoy running. | ā | ||||||
| 4/23/26 | ![]() CleanCon Recap | How CleanCon Built a Game-Changing Industry Conference - Late Night Happy Hour. Episode 461⨠| CleanConindustry conference+3 | ā | CleanCon | ā | event planningnetworking+2 | ā | 1h 37m 47s | |
| 4/21/26 | ![]() Spring Rush Chaos | Hiring Struggles, Marketing Shifts, and Home Service Growth Strategies - Turf's Up Radio. Episode 460⨠| spring rushlabor shortage+3 | ā | Turf's Up RadioHome Service Homies+1 | ā | hiringIndeed changes+3 | ā | 56m 26s | |
| 4/16/26 | ![]() Business Growth | Dave Carroll on Scaling, Marketing, and Breaking Through Business Plateaus - Late Night Happy Hour. Episode 459⨠| business growthmarketing+4 | Dave Carroll | DOPE MarketingHome Service Homies | ā | home serviceentrepreneurship+2 | ā | 1h 23m 20s | |
| 4/14/26 | ![]() Home Service Business Growth | Scaling, Pricing, Leadership, and AI in Service Businesses - Turf's Up Radio. Episode 458⨠| home service business growthscaling+3 | ā | AI toolsHome Service Homies | ā | business growthcompetition+2 | ā | 54m 32s | |
| 4/9/26 | ![]() AI for Home Services | Lisa Kempton on AI, Trust, and Back Office Systems for Service Businesses - Late Night Happy Hour. Episode 457⨠| AIhome services+7 | Lisa Kempton | Booked and StaffedHome Service Homies+1 | ā | service businessesadmin work+3 | ā | 59m 14s | |
| 4/7/26 | ![]() Home Service Business Tips | Busy Season Strategies, AI, Events, and Hiring Advice - Turf's Up Radio. Episode 456⨠| home service businessbusy season strategies+4 | ā | Turf's Up RadioHome Service Homies | ā | profit managementemployee performance+2 | ā | 56m 36s | |
| 3/31/26 | ![]() Business Bottlenecks | How to Stop Being the Bottleneck and Scale Your Home Service Business - Late Night Happy Hour. Episode 455⨠| business bottlenecksleadership+3 | ā | AI toolsassessments+1 | ā | scalingcontrol+2 | ā | 17m 28s | |
| 3/19/26 | ![]() Home Service Business Growth | Scaling to $1M+, AI, Leadership, and Breaking Your Ceiling - Turf's Up Radio. Episode 454⨠| home service businessbusiness growth+3 | ā | Home Service Homies | ā | $1M+messy middle+4 | ā | 53m 59s | |
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