Field Inspector 1099 Contractor

Seek Now•Alexandria, VA
•Remote

About The Position

Seek Now is seeking reliable, skilled, and experienced 1099 independent contractors to provide accurate, impartial, and complete home and commercial property inspections. Field Inspectors are experienced claim handlers who can access and inspect steep, high roofs and assist Outside and Inside Insurance Adjusters while delivering excellent customer service. Positions are available in major U.S. markets. The work is primarily outdoors and fully remote, with occasional indoor property inspections. Inspectors travel daily within a 100-mile radius, typically driving two to five hours, and may travel farther for weather-catastrophe assignments that commonly last two to six weeks. The role requires climbing roofs and ladders, carrying equipment, documenting inspections using a smartphone, laptop, and proprietary software, and meeting insurance-carrier professional and safety standards. The contractor provides their availability.

Requirements

  • High school diploma or equivalent experience.
  • Experience with Microsoft Outlook, Word, and Excel.
  • Ability to climb and walk on any type of roof.
  • Ability to use a laptop and smartphone, navigate applications, enter data, and use Microsoft Office products.
  • Ability to submit complete, high-quality reports on time.
  • Strong verbal and written communication skills.
  • Customer service skills.
  • Organization and prioritization skills.
  • Ability to be a self-starter and quick learner.
  • Ability to take assignments on short notice.
  • Ability and willingness to travel daily within a 100-mile radius and travel to catastrophe-affected areas for assignments averaging two to six weeks.
  • Ability to earn HAAG Certification within the first year if not already certified.
  • Clean, reliable truck, van, or SUV.
  • 32-foot ladder.
  • Operational laptop and smartphone.
  • Professional appearance.
  • Roofing boots.
  • Valid driver's license.
  • State-issued workers' compensation.
  • Certificate of General Liability Insurance.
  • LLC Articles or Certificate of Organization.
  • Ability to stand or walk for long periods, drive up to five hours a day, kneel, squat, bend, work outdoors in hot and cold conditions, climb, crawl, stoop, reach, work overhead, and lift, carry, push, and pull up to 100 pounds.
  • Continual use of manual dexterity in both hands and ability to routinely use standard office equipment.

Nice To Haves

  • Minimum of two years of experience in construction, service, or sales.
  • Previous experience as a roofer.
  • HAAG Certification.
  • Experience with property and liability insurance coverage and standards.
  • Insurance adjuster experience.
  • Roofing sales or building experience.

Responsibilities

  • Climb two-story and taller buildings and steep roofs.
  • Carry, set up, and safely climb a 32-foot extension ladder multiple times a day, several days a week.
  • Lift, carry, and set up ladders and other equipment weighing up to 100 pounds.
  • Sketch and measure roof and room components.
  • Calculate areas of roofs, rooms, and other inspection areas of different sizes and shapes.
  • Conduct accurate, impartial, and complete roof inspections, including identifying roof age, leaks, deterioration, hail and wind damage, and previous repairs.
  • Perform accurate, high-quality home and commercial property inspections.
  • Submit required photographs, measurements, and documentation through proprietary software on a smartphone and laptop, following reporting guidelines.
  • Travel daily within a 100-mile radius for scheduled inspections, with an average of two to five hours of driving per day.
  • Travel beyond a 100-mile radius when needed for weather-catastrophe inspections, including assignments averaging two to six weeks.
  • Maintain professional and safety standards required by insurance carriers.
  • Partner with Seek Now's internal team to complete daily tasks.
  • Escalate customer or client issues when appropriate.
  • Perform other duties as assigned.

Benefits

  • Great earning potential, described as six figures plus.
  • Paid weekly.
  • Team-first environment.
  • State-of-the-art, technology-based inspection tool.
  • Strong support team for 1099 independent contractor field inspectors.
  • Hotel fees paid or reimbursed on catastrophe jobs.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service