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1099 Contractor Jobs in Racine, WI (NOW HIRING)

Seek Now

Field Inspector 1099 Contractor

Milwaukee, WI · On-site

Seek Now is searching for capable 1099 independent sub-contractors to provide accurate, impartial, and complete home and commercial property inspections. Our 1099 Field Inspectors are the frontline ...

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1099 Contractor information

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$9

$35

$94

How much do 1099 contractor jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for 1099 contractor in Racine, WI is $35.13, according to ZipRecruiter salary data. Most workers in this role earn between $18.85 and $39.97 per hour, depending on experience, location, and employer.

What is a 1099 contractor?

A 1099 Contractor is a self-employed individual or independent worker who provides services to a company under a contract, rather than as an employee. They are responsible for paying their own taxes, including self-employment tax, and do not receive benefits like health insurance or paid time off. Companies hire 1099 Contractors for short-term projects, freelance work, or specialized expertise. This type of work offers flexibility but requires managing business expenses and tax obligations independently.

How do I become a 1099 contractor?

To become a 1099 contractor, you typically need to identify freelance or contract work in your field, register as self-employed if required, and obtain any necessary licenses or certifications. You will also need to set up a system for tracking income and expenses and handle your own taxes, including quarterly payments. Having relevant skills and tools for your industry can improve your chances of securing contracts.

What are some common challenges 1099 contractors face, and how can they overcome them?

As a 1099 Contractor, you may face challenges such as fluctuating workloads, managing multiple client expectations, and keeping track of tax obligations independently. Building strong organizational habits, clear communication with clients, and diligent record-keeping can help you address these issues effectively. Many successful contractors use project management tools and accounting software to stay on top of deadlines and finances. Joining industry networks and continuously upgrading your skills can also provide stability and growth opportunities in a competitive market.

How much does a 1099 contractor make?

The earnings of a 1099 contractor vary widely depending on the industry, experience, location, and the type of work performed. On average, they can earn from $20 to over $100 per hour, with some specialized roles paying higher rates. Contractors are responsible for their own taxes and benefits, which can affect their net income.

What are the key skills and qualifications needed to thrive as a 1099 contractor, and why are they important?

To thrive as a 1099 Contractor, you need strong expertise in your professional field, solid self-management skills, and a clear understanding of independent contractor requirements. Familiarity with invoicing systems, contract management tools, and accounting software is often necessary, and some contractors may benefit from certifications in their specialty. Excellent communication, time management, and adaptability help contractors effectively manage client relationships and multiple projects. These skills ensure independent contractors can efficiently deliver quality work, remain compliant, and sustain a successful freelance business.

What are the most commonly searched types of 1099 Contractor jobs in Racine, WI? The most popular types of 1099 Contractor jobs in Racine, WI are:
What are popular job titles related to 1099 Contractor jobs in Racine, WI? For 1099 Contractor jobs in Racine, WI, the most frequently searched job titles are:
What job categories do people searching 1099 Contractor jobs in Racine, WI look for? The top searched job categories for 1099 Contractor jobs in Racine, WI are:
What cities near Racine, WI are hiring for 1099 Contractor jobs? Cities near Racine, WI with the most 1099 Contractor job openings:
1099 Contractor jobs near you
Infographic showing various 1099 Contractor job openings in Racine, WI as of August 2026, with employment types broken down into 71% Full Time, 11% Part Time, and 18% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $73,080 per year, or $35.1 per hour.

Field Inspector 1099 Contractor

Seek Now

Milwaukee, WI • On-site

Contractor

Re-posted 21 days ago

Job description

Our Company:
Established in 2012, Seek Now captures robust property data to meet the needs of customers across the insurance and real estate industries. With more than 2 million property inspections completed to date while currently servicing 3,000 properties per day, Seek Now is the leading data capture and inspection services firm serving 240+ customers.
Our mission is to help our customers make faster decisions and improve economic outcomes, all while providing a stellar customer experience. We accomplish this through continuously reimagining how information is captured, transformed, and transmitted across all the industries we serve.
Our vision is to be the leading provider of on-demand, ground truth property data solutions. We do this while creating individual growth opportunities for our employees, expanding network of Seekers, and value add partners.
Summary:
Seek Now is searching for capable 1099 independent sub-contractors to provide accurate, impartial, and complete home and commercial property inspections.
Our 1099 Field Inspectors are the frontline experts who assist and collect data for our clients in the Property Insurance, Facility Management, and Real Estate sectors.
Essential Expectations:
  • Ability and willingness to access and inspect steep and/or high roofs
  • Lift, carry, and set up ladders and other equipment up to 100 pounds
  • Sketch and measure roof and/or room components
  • Scope the area of different sized and shaped roofs, rooms, and other inspection areas
  • Perform accurate, impartial, and complete inspections, which includes but is not limited to identification of age and condition
  • Travel to perform inspections in areas hit by weather catastrophes when needed, which includes assignments averaging two (2) to six (6) weeks at a time
    • Lodging is provided by Seek Now which can include having a fellow Seek Now Sub-Contractor as a roommate
  • Ability to take assignments on short notice and complete all aspects of job assignments as defined
  • Represent our Core Values: Self-Starter, Visionary & Strategic, Lead with Humility
  • Strong attention to detail, organization, and time management skills with a focus on professionalism and customer service
  • Document inspections using our proprietary software application on your smartphone device
  • Be comfortable covering a 100-mile radius around your home market
  • Flexible in job assignment scheduling
  • Ability to utilize other equipment as needed including 3D Cameras, Drones, Moisture meters

Preferred Qualifications:
  • Roofing sales or construction experience
  • Property Insurance experience
  • Haag Certification
  • Ability to use a 40'-foot ladder

Minimum Requirements:
  • A clean and reliable truck, van, or SUV that is capable of transporting a 32' ft ladder safely
  • An operational laptop and smartphone
  • Ability to travel, especially during catastrophic events such as hurricanes and tornadoes
  • Ability to earn HAAG Certification within 90 days
  • Ability to use a laptop and a smartphone, which includes navigating between applications, entering data, and using Microsoft Office products
  • Ability to submit complete, quality reports on time
  • 32-foot ladder
  • Professional appearance
  • Valid driver's license
  • State Issued Workers Compensation
  • Certificate of General Liability Insurance
  • LLC Articles or Certificate of Organization
  • 1099 independent contractor
  • Seek Now operates 7-days a week, providing you the opportunity to be flexible with your availability
  • Great earning potential - six figures
  • Paid weekly.
  • Team-first environment
  • State-of-the-art, technology-based tool for inspections
  • Strong support team for our 1099 independent contractor field inspectors
  • Hotel fees paid/reimbursed on CAT jobs

Other Requirements:
  • Professional appearance
  • Valid driver's license
  • State Issued Worker's Compensation
  • Certificate of General Liability Insurance
  • LLC Articles or Certificate of Organization

Position Type and Hours:
  • 1099 independent contractor
  • Seek Now operates 7-days a week, providing you the opportunity to be flexible with your availability

Benefits and Perks:
  • Great earning potential - six figures
  • Paid weekly
  • Team-first environment
  • State-of-the-art, technology-based tool for inspections
  • Strong support team for our 1099 independent contractor field inspectors
  • Hotel fees paid/reimbursed on CAT jobs

Disclaimer:
This description is not designed to cover or contain a comprehensive listing of activities, expectations, or functions that are required of the contractor.

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