Posted Sep 19, 2026

Insurance Property Inspector

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Ready to turn your eye for detail into a rewarding, flexible career with a company that trusts you to own your day? Information Providers, Inc. is seeking a part-time 1099 Insurance Property Inspector in Chicago, IL, who thrives in an independent, field-based schedule. If you enjoy working on the road, managing your own time, and making a real impact, this opportunity is calling your name. Apply today and take control of your workday! As our Insurance Property Inspector, you'll earn $20–$28 per billable hour. What Makes You a Great Fit - We're looking for motivated individuals who enjoy working independently, solving problems, and spending time in the field. - Previous experience in any of the following areas is highly valued: - Insurance inspections - Real estate or property appraisal - Home inspections - Insurance claims adjusting - Construction or commercial contracting - Loss control or risk assessment - First responder experience - To be successful in this role, you should also have: - A valid driver's license, reliable transportation, and a willingness to travel throughout your assigned territory - The ability to work independently while managing your own schedule and workload - Strong attention to detail with accurate measuring, documentation, and reporting skills - Excellent verbal and written communication skills - Basic computer proficiency, including Microsoft Office, smartphones, and Windows-based laptops - The ability to complete administrative work remotely and submit reports in a timely manner - A willingness to learn, adapt, and continuously improve - The ability to work comfortably outdoors in a variety of weather conditions - No specific degree is required - We're looking for dependable, self-motivated professionals with a strong work ethic and a commitment to delivering quality work. YOUR DAY-TO-DAY AS AN INSURANCE PROPERTY INSPECTOR - This is a 1099 position with flexible hours. - Field Operating Hours: Normal operating hours are from 8:00AM until 8:00PM, or dusk, whichever is earlier, Monday through Saturday. - Unless requested by the policyholder or resident no surveys (or phone contact) will be completed after 8:00PM or on Sundays or Holidays. - You will dispatch daily from home with no central office reporting required. - As our Insurance Property Inspector, you'll conduct on-site inspections of homes and businesses, capturing detailed photographs and documenting key features that matter to underwriting decisions. - As you walk each property, you'll assess conditions, identify potential hazards or concerns, and gather accurate data that tells the full story. - Back at your workspace, you'll compile thorough, high-quality underwriting survey reports, ensuring every detail supports informed risk evaluation. ABOUT OUR COMPANY - At Information Providers Inc. (IPI), we believe great work starts with great people. - Since 1996, we've established ourselves as a leader in Property & Casualty and Premium Audit information services, serving insurance companies nationwide through innovative technology and experienced professionals. - With over 430 employees and a unique field force supported by regional offices, we deliver accurate, high-quality information. - Our core values, service, reliability, flexibility, timeliness, and innovation, drive our growth and foster a supportive workplace. - At IPI, your ideas matter, your growth is supported through mentorship and opportunity, and your contributions make a meaningful impact every day. - Join us and be part of a team that values its people as much as its purpose! TAKE THE NEXT STEP - If you're ready for a flexible, rewarding 1099 role where your skills make a difference, apply now! - Our initial application process is quick, easy, and mobile-friendly, so you can take the next step in minutes. - Must have the ability to pass a background check.