Jim Singleterry

Jim Singleterry is the founder of RoofSmart™ and a leading authority in the American roofing and gutter industry. A second-generation builder, Jim was raised on his father’s job sites in California, developing a foundational "boots-on-the-ground" expertise before earning a Computer Science degree from Washington State University. Jim is what happens when you combine technical, data-driven precision with the grit of a master tradesman. While he spent years in leadership at industry giants like LeafFilter® and founded the Seattle market's premier gutter company with MasterShield, his true differentiator is his relentless commitment to the field. Over the last 15 years, Jim has personally consulted on over 3,000 individual projects—maintaining a staggering pace of 200 personal site visits per year. This deep, hands-on data set allows Jim to provide homeowners with "expert-biased" advice that most contractors simply cannot match. He doesn't just manage projects; he diagnoses them with a level of technical accuracy rarely seen in the trades. An Amazon Wall Street Journal Bestselling Author, Jim co-authored Empathy and Understanding in Business with legendary FBI negotiator Chris Voss, bringing the art of tactical empathy to the home improvement experience. As a member of the National Roofing Contractors Association (NRCA) and the Roofing Contractors of Washington (RCAW), Jim continues to lead RoofSmart™ with a simple, uncompromising mission: providing the Competence, Integrity, and Value that every homeowner deserves.