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Insurance Field Inspector

Twenty First Services
Jacksonville, FL Contractor
POSTED ON 7/20/2026
AVAILABLE BEFORE 11/16/2026
We are a regional insurance inspection firm servicing the southeastern United States. We have a position as a field representative in the Orlando area (50 miles radius).

Overview:
  • We are a regional insurance inspection firm looking to start representing Orange County and surrounding counties.
  • Each report pays $55-$65 per inspection within your 50-mile radius and typically takes about an hour of time to complete.

Job Description:
  • The position is 1099 and scheduled at your own pace, within 90% completed in a 20-day time frame.
  • All training needed is provided, but we do prioritize those with construction or insurance backgrounds.
  • Pay is sent twice per month on approved accounts.
  • The position will require you to contact an inspection, complete an interview, schedule an onsite appointment, provide photographs, then submit your findings on our website.
  • You will have ample assistance in contacting trouble accounts or agencies; the review team offers a lot of assistance and explanations in the first three months.

Requirements:
You will be required to have reliable transport, a computer with high-speed internet, a digital camera, and a measuring wheel used on occasions. County data records are acceptable when they are available.

If you are interested in the position, please apply with a resume or pertinent work history and we will be in touch.

About Twenty-First Services:
We are a regional insurance inspection firm that has been family owned since 1980. We operate in the southeastern region. Over our 40-year history we have become known for our relationships with both clients and inspectors in the field. We take the relationships in the field very seriously and work to make every inspector the best they can be.

Our goal is to bring professionalism back to the inspection industry and increase the pay rates whenever we can. We feel that creating an environment where someone can provide for themselves yet still have schedule flexibility will create an enjoyable work environment for everyone.

About Twenty First Services:


We are a regional insurance inspection firm, that has been family owned since 1980. We operate in the southeastern region. Over our 40 year history we have become known for our relationships with both clients and inspectors in the field. We take the relationships in the field very seriously and work to make every inspector the best they can be. Our goal is to bring professionalism back to the inspection industry, and increase the pay rates whenever we can. We feel that creating an environment where someone can provide for themselves, yet still have schedule flexibility will create an enjoyable work environment for everyone.

Salary : $55 - $65

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