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Business Details
9 Years
experience
Professional Roofing Solutions in Orangeville
Jesse James Roofing is a family-owned and operated business serving Orangeville and surrounding areas. Founded in 2017, our team includes licensed sheet metal workers with over 50 years of combined experience. We specialize in residential roofing solutions, offering expert installation and repair services for flat roofs, shingle roofs, metal roofs, and historical architectural elements. Our commitment to quality is demonstrated through our 10-year workmanship warranty and 100% satisfaction guarantee.

As members of the Ontario College of Trades, we maintain the highest industry standards while treating every home as if it were our own. Our expertise extends to custom sheet metal work including chimney flashing, roof penetration covers, and weathering steel installations. We emphasize proactive maintenance to extend roof longevity and prevent costly emergencies, providing seasonal inspection services tailored to local climate challenges.
Services
Flat Roofs Shingle Roofs Metal Roofs Roof Maintenance Sheet Metal Work
Details
  • Year established: 2017
Highlights and features
  • Licensed sheet metal workers with 50+ years combined experience
  • 10-year workmanship warranty on all installations
  • Specialized in historical architectural restoration
  • Family-owned business with personalized service
  • Comprehensive seasonal maintenance programs
Associations and certifications
  • Ontario College of Trades
What people say
10-year warranty Professional team Historical expertise Seasonal maintenance Custom metal work
Services
Flat Roofs
We install and maintain commercial-grade flat roofing systems including TPO cool roofs, EPDM rubber membranes, and modified BUR asphalt systems. Our heat-welded seams and proper drainage solutions prevent leaks while energy-efficient white membranes reduce cooling costs. Backed by our 10-year workmanship warranty.
Metal Roofs
Specializing in standing seam metal roofs, metal shingles, and custom copper installations. We work with Corten steel, aluminum, and pre-painted steel to create durable, weather-resistant roofs that last decades. Includes snow guard systems and seamless eavestrough integration.
Roof Maintenance
Seasonal inspection and maintenance programs prevent emergencies through gutter cleaning, flashing checks, and ice dam prevention. Our fall, winter, and spring maintenance services identify issues early, extending roof lifespan while reducing long-term costs through proactive care.
Sheet Metal Work
Licensed sheet metal specialists creating custom chimney flashing, roof cones, wall copings, and historical architectural elements. Using 24-gauge steel, copper, and weathering steel, we provide durable solutions for complex roof penetrations and heritage restoration projects.
Historical Restoration
Preserving architectural integrity through traditional metalworking techniques for cornices, custom copper details, and historical flashing systems. Our expertise maintains period-accurate aesthetics while incorporating modern waterproofing technology for lasting protection of heritage properties.
People
Jesse
Co-Owner & Lead Roofer
Licensed sheet metal worker with 25+ years of roofing experience. Specializes in metal roof installations and historical restoration techniques while managing project quality control.
James
Co-Owner & Project Manager
25-year veteran in residential roofing with expertise in flat roof systems and custom sheet metal fabrication. Oversees client consultations and project scheduling to ensure timely completion.
Questions
What roofing materials do you work with?
We handle all major materials including asphalt shingles, TPO membranes, EPDM rubber, standing seam metal, copper, Corten steel, and aluminum.
Do you offer roof maintenance plans?
Yes, we provide seasonal inspection and maintenance services to extend roof lifespan and prevent emergency repairs through proactive care.
Are you licensed for sheet metal work?
Both owners are licensed sheet metal workers with the Ontario College of Trades, qualified for all custom flashing and metal fabrication.
What warranty do you provide?
We offer a 10-year workmanship warranty on all installations, covering proper material application and installation quality.
Do you handle historical roof restoration?
Yes, our team specializes in preserving historical architectural elements while incorporating modern waterproofing technology for lasting results.
What areas do you service?
We operate throughout Dufferin County and the Greater Toronto Area including Orangeville, Caledon, Brampton, and Milton.