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Independent Contractor Home Inspector Jobs in Milwaukee, WI

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 ...

Orkin

Home Sales Inspector

Racine, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Conducting full-home inspections (from attic to crawl space) * Build trust by explaining your ... Work independently, prioritize your schedule, and maximize leads and self-generated opportunities.

Orkin LLC

Home Sales Inspector

Racine, WI · On-site

$70K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Conducting full-home inspections (from attic to crawl space) * Build trust by explaining your ... Work independently, prioritize your schedule, and maximize leads and self-generated opportunities.

Orkin LLC

Home Sales Inspector

Racine, WI · On-site

$70K - $100K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Conducting full-home inspections (from attic to crawl space) * Build trust by explaining your ... Work independently, prioritize your schedule, and maximize leads and self-generated opportunities.

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All JobsIndependent Contractor Home Inspector JobsIndependent Contractor Home Inspector Jobs in Milwaukee, WI

Independent Contractor Home Inspector information

See Milwaukee, WI salary details

$29K

$59.4K

$88.1K

How much do independent contractor home inspector jobs pay per year?

As of Aug 18, 2026, the average yearly pay for independent contractor home inspector in Milwaukee, WI is $59,403.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,200.00 and $69,400.00 per year, depending on experience, location, and employer.

What is an independent contractor home inspector?

An Independent Contractor Home Inspector evaluates residential and commercial properties to identify structural, electrical, plumbing, and other potential issues. They work on a contract basis, meaning they are self-employed and not directly hired by a company. Their responsibilities include conducting inspections, writing detailed reports, and providing clients with insights about a property's condition. This role offers flexibility in scheduling but requires proper licensing, experience, and knowledge of building codes. Inspectors often work with real estate agents, homebuyers, or sellers to ensure informed property decisions.

What does an independent contractor home inspector do?

A typical workday for an Independent Contractor Home Inspector involves traveling to scheduled property sites, conducting detailed inspections of homes’ structural, electrical, plumbing, and HVAC systems, and taking notes and photos for comprehensive reports. After onsite visits, you'll spend time compiling findings into digital inspection reports and communicating results to clients, agents, or prospective buyers. Many inspectors also handle their own scheduling, client communication, and business management tasks since they are self-employed. Flexibility is key, as workloads can vary week to week based on market demand and client needs. This role offers a mix of fieldwork, technical analysis, and direct customer interaction, making each day dynamic and rewarding.

What are the key skills and qualifications needed to thrive as an independent contractor home inspector?

To thrive as an Independent Contractor Home Inspector, you need a solid understanding of residential construction, attention to detail, and knowledge of relevant building codes and regulations, often supported by licensing or certification. Familiarity with inspection software, digital reporting tools, and specialized devices such as moisture meters and infrared cameras is important. Strong communication, time management, and client service skills set top inspectors apart. These abilities are crucial for performing thorough inspections, delivering clear reports, and building client trust in a competitive, client-focused industry.

Can independent contractor home inspectors be self-employed?

Yes, independent contractor home inspectors are typically self-employed, working as independent contractors rather than employees. They often operate their own businesses, set their schedules, and are responsible for their tools, certifications, and insurance. This status allows flexibility but also requires managing their own taxes and business obligations.

What are the most commonly searched types of Home Inspector jobs in Milwaukee, WI?

The most popular types of Home Inspector jobs in Milwaukee, WI are:

What are popular job titles related to Independent Contractor Home Inspector jobs in Milwaukee, WI?

For Independent Contractor Home Inspector jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Independent Contractor Home Inspector jobs in Milwaukee, WI look for?

The top searched job categories for Independent Contractor Home Inspector jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Independent Contractor Home Inspector jobs?

Cities near Milwaukee, WI with the most Independent Contractor Home Inspector job openings:

Independent Contractor Home Inspector jobs near you
Infographic showing various Independent Contractor Home Inspector job openings in Milwaukee, WI as of August 2026, with employment types broken down into 100% Contract. Highlights an 100% In-person job distribution, with an average salary of $59,403 per year, or $28.6 per hour.

Field Inspector 1099 Contractor

Seek Now

Milwaukee, WI • On-site

Contractor

Re-posted 2 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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