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Contractor Insurance Jobs in Cicero, IL (NOW HIRING)

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All JobsContractor Insurance JobsContractor Insurance Jobs in Cicero, IL

Contractor Insurance information

See Cicero, IL salary details

$37.7K

$83.2K

$123.1K

How much do contractor insurance jobs pay per year?

As of Jul 30, 2026, the average yearly pay for contractor insurance in Cicero, IL is $83,209.00, according to ZipRecruiter salary data. Most workers in this role earn between $66,800.00 and $99,500.00 per year, depending on experience, location, and employer.

What is the difference between Contractor Insurance vs Subcontractor Insurance?

AspectContractor InsuranceSubcontractor Insurance
Required CredentialsGeneral liability, workers' compensation, commercial autoSimilar credentials, often with specialized coverage for subcontracted work
Work EnvironmentMain contractor overseeing projectsPerforming specific tasks under a contractor
Employer & Industry UsageUsed by general contractors and construction firmsUsed by subcontractors and specialty trade workers
Comparison Search IntentUnderstanding coverage differences for contractorsUnderstanding coverage for subcontracted work

Contractor Insurance covers general contractors managing entire projects, while Subcontractor Insurance is tailored for subcontractors performing specialized tasks. Both require similar credentials but serve different roles in the construction industry. Understanding these differences helps ensure proper coverage and risk management for each party involved.

What is contractor insurance?

Contractor insurance is a type of business insurance designed to protect contractors and construction professionals from financial losses related to their work. It typically covers risks such as property damage, bodily injury to third parties, and legal costs arising from accidents or mistakes on the job. Common types of contractor insurance include general liability, workers’ compensation, and tools and equipment coverage. Having the right insurance helps ensure contractors meet legal requirements and client expectations, and provides peace of mind while working on projects.

What are some common challenges faced by professionals working in contractor insurance, and how can they be addressed?

Professionals in contractor insurance often navigate challenges such as keeping up with changing regulations, accurately assessing risk for a diverse range of contracting businesses, and clearly communicating policy details to clients who may be unfamiliar with insurance terminology. Staying updated through ongoing education and industry resources, collaborating closely with underwriters and risk assessors, and developing strong client communication skills can help address these challenges. Teamwork within the agency and regular training sessions also play a crucial role in effectively managing client expectations and ensuring compliance.

What are the key skills and qualifications needed to thrive as a Contractor Insurance Specialist, and why are they important?

To thrive as a Contractor Insurance Specialist, you need a solid understanding of insurance products, risk assessment, and relevant legal regulations, typically supported by a state insurance license. Familiarity with insurance management software, quoting systems, and CRM platforms is essential for efficiency and accuracy. Strong interpersonal, negotiation, and problem-solving skills help build client trust and tailor solutions to unique contractor needs. These competencies are crucial for ensuring clients have appropriate coverage, mitigating risk, and maintaining a competitive edge in the insurance industry.
What job categories do people searching Contractor Insurance jobs in Cicero, IL look for? The top searched job categories for Contractor Insurance jobs in Cicero, IL are:
What cities near Cicero, IL are hiring for Contractor Insurance jobs? Cities near Cicero, IL with the most Contractor Insurance job openings:
Contractor Insurance jobs near you
Infographic showing various Contractor Insurance job openings in Cicero, IL as of July 2026, with employment types broken down into 1% Locum Tenens, 76% Full Time, 9% Part Time, and 14% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $83,209 per year, or $40 per hour.

Independent Courier Contractor

Drivers Net LLC

Northlake, IL

$20/hr

Part-time, Contractor

Re-posted 23 days ago

Job description

Independent Courier Contractor – Meal Prep Delivery (Use Your Own Vehicle)

$20/hr + $0.655 per mile Part-Time Consistent Routes

We are hiring Independent Courier Contractors to support scheduled meal-prep delivery routes. This is route-based, predictable work using your personal vehicle. Deliveries consist of lightweight meal-prep bags — no heavy lifting, no warehouse work, no box trucks.

This is not gig-app delivery. Routes and shift times are fixed and assigned in advance.

Pay

  • Starting at $20 per hour
  • $0.655 per mile reimbursement (fuel + vehicle wear and tear)
  • Paid weekly
  • Above minimum wage plus mileage reimbursement
  • If you work all 4 shifts any given week, you get a $2/ hour bonus that week

Schedule

  • Sunday: 5:00 PM – 9:00 PM
  • Monday: 6:00 AM – 10:00 AM
  • Wednesday: 5:00 PM – 9:00 PM
  • Thursday: 6:00 AM – 10:00 AM

Typical shift length: 3–4.5 hours
Consistent weekly scheduling

Job Duties

  • Pick up pre-packaged meal-prep orders from a designated hub
  • Complete assigned multi-stop residential delivery routes (20–35 stops)
  • Deliver lightweight meal-prep bags to customers' homes
  • Collect empty cooler bags and ice packs as instructed
  • Follow route instructions and delivery guidelines
  • Communicate delivery completion or issues as needed
  • Operate your vehicle safely and follow traffic laws

Vehicle & Equipment

  • Personal vehicle required (sedan, SUV, or hatchback)
  • Smartphone with GPS navigation
  • No special equipment required

Physical Requirements

  • Light lifting only (meal-prep bags)
  • No heavy lifting

Requirements

  • Valid driver's license
  • Active personal auto insurance
  • Reliable personal vehicle in good working condition
  • Dependable and punctual
  • Strong customer service skills
  • Ability to work independently
  • Background check may be required depending on client requirements

Work Location

In-person deliveries starting from a hub in the Chicago area

Independent Contractor Status

This role is offered on a 1099 independent contractor basis. Contractors are responsible for their own taxes and insurance, with mileage reimbursement provided as outlined.

How to Apply

Apply here and include:

  • Your name
  • Phone number
  • Email
  • Resume

Qualified applicants will be contacted for next steps.

Job Type: Part-time

Benefits:

  • Flexible schedule

Work Location: In person

PLEASE CHECK YOUR EMAIL FOR NEXT STEPS AFTER SUBMISSION. PLEASE CHECK SPAM AS WELL.