Field Inspector 1099 Contractor

Seek Now•Chesapeake, VA

2d•Remote

About The Position

Seek Now is seeking reliable, skilled, and experienced 1099 independent contractors to conduct accurate, impartial, and complete home and commercial property inspections. Field Inspectors are expected to have claim-handling capabilities and be willing and able to access steep, high roofs while supporting Outside and Inside Insurance Adjusters with strong customer service. Positions are available in major U.S. markets, and the work is fully remote with extensive travel. The role involves inspecting roofs and properties, documenting findings and measurements in Seek Now's proprietary software, and submitting complete, accurate reports on time. Inspectors travel locally for scheduled assignments and may travel out of state for multi-week assignments following weather catastrophes. Contractors provide their own availability and must meet required professional and safety standards. This is a 1099 independent contractor position with no supervisory responsibilities. The work is mostly outdoors, with occasional indoor inspections. Contractors must have the required vehicle, ladder, technology, insurance, and other qualifications described in the posting.

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 earn HAAG Certification within the first year if not already certified.
Ability to submit complete, high-quality reports on time.
Verbal and written communication skills.
Customer service skills.
Organization and prioritization skills.
Ability to work independently, learn quickly, and take assignments on short notice.
Ability to travel daily within a 100-mile radius and drive an average of two to five hours per day.
Ability to travel farther for weather-catastrophe assignments averaging two to six weeks.
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.

Nice To Haves

At least 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 higher 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/or room components.
Calculate the area 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 damage, wind damage, and previous repairs.
Conduct accurate, high-quality home and commercial property inspections.
Enter required photos, measurements, and documentation using proprietary software on a smartphone and laptop, following reporting guidelines.
Travel daily within a 100-mile radius for scheduled inspections, averaging two to five hours of driving per day.
Travel beyond a 100-mile radius for inspections in areas affected by weather catastrophes, including assignments averaging two to six weeks.
Maintain professional and safety standards required by insurance carriers.
Partner with the internal Seek Now team to complete daily tasks.
Escalate customer and/or client issues when appropriate.
Perform other duties as assigned.