Roof & Property Inspectors - Maple Hollow - Indpt. Contractor (1099)

Maple Hollow Properties | Nationwide Openings


Apply Here: https://forms.office.com/r/UB5tUfN8Ed


Join the Maple Hollow team, a leading provider of Ladder Assist and on-site property inspections, proudly partnered with major insurance carriers to deliver high-quality claim support across the U.S.
We specialize in roof and property inspections, offering fast response times, CAT deployment opportunities, and consistently reliable service. As part of our expanding network of inspectors, you’ll play a critical role in evaluating storm and claim-related damage and supporting the claims process with precise documentation and professionalism.
This is a 1099 Subcontractor Position.


What You'll Be Doing:

• Conducting exterior roof and property inspections (steep, high, and walkable roofs)
• Documenting conditions and damage through photos and digital reports
• Performing interior inspections and tarp placements when needed
• Utilizing our streamlined tech platform to complete inspections efficiently
• Communicating respectfully with homeowners and delivering exceptional service

Successful Inspectors Are:

• Skilled and safe on all roof types (especially steep and high)
• Self-driven, professional, and organized
• Detail-oriented with solid time management
• Strong communicators with customer empathy
• Experienced in roofing, construction, or claims work (preferred but not required)
• Comfortable working independently in outdoor conditions

What’s Required:

• Reliable truck, van, or SUV capable of carrying at least a 32’ ladder
• Smartphone and ability to submit reports through our app
• General Liability and Workers Compensation insurance (required)
• Ability to pass a background check (no felonies or violent offenses)
• HAAG certification is a plus, but not required
• Tech-savvy enough to work with inspection/reporting software


Compensation & Workload:

• $100–$200 per inspection depending on scope of work
• (extra pay for steep roofs, interiors, additional structures, tarp placements)
• Workload varies by region – steady flow in most metros, surges after storms
• CAT opportunities available for high-volume, rapid deployment work
• Flexible schedule and territory-based dispatching
• Six-figure earning potential for high-performing inspectors


Why Work With Maple Hollow:

• Established, respected partner of national carriers
• Prompt onboarding, responsive support staff, and a streamlined app
• Freedom and flexibility to manage your own schedule
• Performance-based growth opportunities


To Apply:
Fill out this application and we’ll reach out to you if your qualifications match our needs:
https://forms.office.com/r/UB5tUfN8Ed