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Business Details
26 Years
experience
Expert Roof & Chimney Leak Repair Services
Since 2000, Repair Specialist has been a trusted provider of specialized roof, chimney, and structural repair services in Milwaukee, Wisconsin. As a licensed, fully insured contractor with an A+ BBB rating, we focus on resolving complex leak issues that other companies often fail to address. Our expertise lies in meticulous leak investigation, utilizing specialized training and over two decades of hands-on experience to identify and permanently repair even the most elusive leaks.

We serve residential and commercial clients across Milwaukee and surrounding communities, offering guarantees on all leak repairs and prioritizing customer satisfaction through transparent communication and durable solutions. Our team combines technical proficiency with a commitment to quality craftsmanship, ensuring every project meets the highest standards of reliability and client trust.
Services
Roof Leak Repair Chimney Repair Flat Roof Installation Structural Damage Repair Gutter Repair Drywall Repair Siding Repair Chimney Removal
Details
  • Year established: 2000
Highlights and features
  • 24+ years of specialized leak detection expertise
  • Two-year guarantee on all leak repairs
  • A+ BBB-rated licensed and insured contractor
  • Specialized training in complex leak investigation
  • Serving Milwaukee and 20+ surrounding communities
Associations and certifications
  • Better Business Bureau (BBB)
What people say
Knowledgeable and honest Prompt and professional Dependable contractor Excellent craftsmanship Fair pricing
Services
Roof Leak Repair
Specialized roof leak detection and repair services using advanced investigative techniques to locate and permanently fix even the most persistent leaks. Our team addresses all shingle and flat roof types, employing high-quality materials and two-year guarantees. We resolve water intrusion issues caused by weather damage, faulty installation, or aging materials while preserving structural integrity.
Chimney Repair
Comprehensive chimney repair solutions addressing leaks from damaged flashing, cracked caps, or deteriorated masonry. Our services include tuckpointing, brick replacement, flue repairs, and complete chimney rebuilding. We diagnose whether leaks originate from chimney or roof issues, providing lasting repairs that maintain both functionality and safety standards for residential properties.
Structural Damage Repair
Expert structural repair services addressing damage from tree falls, water leaks, or construction defects. We restore compromised rafters, joists, and support beams while repairing associated roof and interior damage. Our approach combines thorough diagnosis with code-compliant repairs to ensure long-term stability and safety for residential structures affected by age or unexpected incidents.
Flat Roof Installation
Professional flat roof installation using EPDM rubber and Lava 20 materials for durable, watertight solutions. Our precision installation process addresses unique drainage requirements while ensuring longevity through proper material selection and application techniques. We specialize in both new installations and replacements for commercial and residential properties with flat or low-slope roofing systems.
Gutter Repair
Complete gutter repair and maintenance services ensuring proper water drainage from roof systems. We address leaks, re-pitch misaligned gutters, and repair damage from weather or aging materials. Our solutions prevent water intrusion issues by maintaining optimal gutter functionality, which directly impacts roof and foundation protection for residential properties.
People
Jim Raymond
Owner
With over 24 years of specialized experience in leak detection and repair, Jim Raymond leads Repair Specialist Inc. as owner and lead contractor. His expertise in complex roof and chimney leak investigation has resolved persistent issues that other contractors failed to fix. Jim maintains an A+ BBB rating through transparent communication, guaranteed workmanship, and a commitment to customer satisfaction across Milwaukee and surrounding areas.
Questions
How long does a typical roof repair take?
Most repairs complete within one day, with complex issues requiring up to two days. We prioritize permanent solutions over rushed work.
What causes most roof leaks?
Faulty installation accounts for most leaks, followed by weather damage and aging materials. We specialize in identifying these root causes.
Do you guarantee your repair work?
Yes, all leak repairs carry a two-year guarantee. We'll return to address any recurring issues at no additional cost.
Can chimney leaks affect indoor air quality?
Yes, unaddressed chimney leaks can cause mold growth and structural damage. We resolve these issues through comprehensive inspections and repairs.
What areas do you service?
We serve Milwaukee and 20+ surrounding communities including Wauwatosa, Brookfield, Mequon, and New Berlin.