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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, Leafless in Seattle®, 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.

Products | Comparison

Standing Seam Metal Roof Panel Types: What to Know Before You Buy

June 20th, 2025|4 min read

Comparison

State Roofing vs. RoofSmart: Which Roofer Is Right for Me?

June 18th, 2025|8 min read

Products | Problems

MasterShield Gutter Guard Review: Does It Work for Seattle Homes?

June 16th, 2025|7 min read

Comparison

24-Gauge vs. 26-Gauge: What’s the Best Metal Roof Gauge for My Seattle Home?

June 13th, 2025|5 min read

Comparison

Owens Corning vs. Certainteed Rubberized Shingles: Which Is Best for My Seattle Home?

June 11th, 2025|5 min read

Problems

When Do I Need a Permit for My Roof Work in Seattle?

June 9th, 2025|9 min read

Problems

How Do Seattle Roofing Crews Get Paid and Why Does It Matter?

June 4th, 2025|5 min read

Products | Comparison

Rubberized Asphalt Shingles: Are They Worth It for Your Roof?

June 2nd, 2025|4 min read

Problems

Is Your Roof a Good Fit for a Rooftop Deck?

May 28th, 2025|5 min read

Problems

What Unexpected Problems Can Add to the Cost of a Roof Replacement?

May 26th, 2025|5 min read

Problems

Can Other Contractors Damage My Asphalt Shingle Roof?

May 21st, 2025|5 min read

Comparison

Comparing Types of Attic Exhaust Ventilation: Which Is Best for My Seattle Home?

May 19th, 2025|5 min read

Comparison

Comparing Types of Attic Intake Ventilation: Which Is Best for My Seattle Home?

May 14th, 2025|6 min read

Comparison

Warm Roof vs. Cold Roof Ventilation: Which One Is Right for Your Home?

May 12th, 2025|5 min read

Problems

Can You Use Metal on a Low-Slope Roof?

May 7th, 2025|4 min read

Problems

Why Is Attic Mold So Dangerous?

May 5th, 2025|4 min read

Problems

Why Is My Attic Ventilation Not Working? The Real Problem With Complicated Roof Designs

April 30th, 2025|4 min read

How Much Does It Cost to Repair a Rooftop Deck in Seattle?

April 28th, 2025|5 min read

Services

How Are Rooftop Decks Installed?

April 23rd, 2025|5 min read

Comparison

Owens Corning vs. GAF vs. CertainTeed 50-Year Luxury Shingles: Which Is Right for Me?

April 21st, 2025|6 min read