After 30 years in roofing and 500 podcast episodes, Dave Sullivan shares how a one-page roofing business plan gave him the freedom to travel and enjoy his family, and what he didn't plan for when he finally sold his company. Plus, get his free 2027 One-Page Roofing Business Plan. In this episode about building a roofing business plan around the life you want, Dave Sullivan celebrates 500 episodes of The Roofer Show by telling his own story. It started with a reel from Tommy Mello of A1 Garage Door Service, standing in front of his bucket list map, asking people to share their favorite spot in the world. Watch it here: https://www.instagram.com/reel/Dc1NVylEhX7/ Tommy's got a bucket list. Dave's got a been-there list. Growing up in the family roofing business, Dave watched his father stay chained to the business and never get to enjoy the retirement he'd dreamed about. Dave was determined to do things differently. With help from a business coach, a One-Page Business Plan, and the right people and systems, he built a profitable roofing company that ran without him. He spent a month or two at a time in Maui with his family, checking his "Maui Report" of KPIs each morning over coffee. Then life threw him a punch in the mouth. Health problems meant he could never get on a roof again, family circumstances changed, and an opportunity to sell came sooner than expected. After selling the company, he discovered something he hadn't planned for: he missed the people, the culture, and the sense of purpose the business gave him. That led to The Roofer Show, coaching roofing contractors, and 500 episodes. In this episode, you'll learn: Why every roofing contractor needs a One-Page Business Plan, and why the planning matters more than the planWhy Dave never wanted to be the biggest roofer in town, just the most profitableThe Three-Legged Stool: Sell Work, Do Work, Keep ScoreThe Two-Week Vacation Test, and how it turned into months awayHow the "Maui Report" let Dave run his company from the beachAlways be recruiting, always be training, always be retainingHow a spring carnival for employees' families became his best recruiting toolWhat Dave learned from selling his roofing companyWhy having a purpose matters just as much as financial success CHAPTERS00:00 Tommy Mello's bucket list map 02:47 Show intro 03:10 500 episodes and the lessons that cost me 04:59 "What do you want?" The question that changed everything 07:10 Plans are worthless, but planning is everything 09:41 The One-Page Business Plan walkthrough 11:56 Not the biggest, just the most profitable 12:23 The Two-Week Vacation Test 13:24 The Maui Report 14:45 Thanks to ProLine CRM 15:36 Punched in the mouth: vertigo and the people I loved 18:38 Selling the business 20:59 Getting to the top and not liking the view 21:41 500 episodes and a new purpose 22:57 Thanks to SMA Support Services 23:45 Your free 2027 One-Page Roofing Business Plan 24:18 Thank you, John DeLaurier 24:54 Don't wait to put pins in your map FREE DOWNLOAD: 2027 ONE-PAGE ROOFING BUSINESS PLANStop reacting to everything happening in your roofing business and start building a company that supports the life you want. Get the free planning guide and fillable worksheet: https://theroofercoach.com/plan Take an hour, work through the plan, and identify your three most important priorities for the coming year. Then send it to Dave. He'd be happy to take a look and offer feedback. WORK WITH DAVE SULLIVANRoofing Business Mentoring Get personal guidance from someone who's built and sold a successful roofing company. Dave helps contractors improve profitability, understand their numbers, build better systems, develop their people, and create a business that doesn't depend on the owner for everything. https://theroofercoach.com/mentoring/ Roofing Business Health Check Not sure what's holding your roofing company back? Dave's Roofing Business Health Check identifies problems in your sales, operations, profitability, financial management, and leadership. Walk away with clear priorities and a practical action plan. https://theroofercoach.com/health-check/ THANK YOU TO OUR SPONSORSProLine CRM Manage roofing leads, estimates, customer communication, and follow-up in one system. Stop letting profitable opportunities fall through the cracks. https://theroofercoach.com/proline SMA Support Services Chris Diroll and his team help roofing contractors with inside sales, customer follow-up, administrative support, and implementing systems that free up the owner. https://theroofercoach.com/smasupport A SPECIAL THANK YOUTo John DeLaurier, longtime co-host of The Roofer Show, former coaching client, and co-founder of The Roofer Mastermind. John joined Dave for a couple hundred episodes while building, rebranding, and eventually selling DeLaurier Roofing before becoming a co-founder of ProLine. And thank you to the guests, roofing contractors, coaching clients, and listeners who have made these 500 episodes possible. ABOUT THE ROOFER SHOWHosted by Dave Sullivan, The Roofer Coach, The Roofer Show helps roofing contractors build more profitable businesses, improve roofing sales and operations, understand their numbers, and create more freedom in their lives. Website: https://theroofercoach.com/ Don't wait until you sell your roofing company to start enjoying the life you've worked so hard to build. And when you finally get to the top of the mountain, make sure you're going to like the view.