259 Results for

Contractor Insurance Jobs in Chicago, IL

Jobs

New!

Chicago, IL6 days ago

$110,000–$160,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. A Premier Design-Build Contractor Headquartered in Chicago with multiple offices in the Midwest, we pride ourselves on delivering exceptional construction services to improve our communities, while creating relationships and long-term partnerships with those we meet.

New!

Elmhurst, IL4 days ago

$100,000–$140,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. Qualifications for Construction Project Manager: Bachelor's degree in Building Construction, Construction Management, Civil Engineering, or Architecture.

New!

Hammond, IN6 days ago

$120,000–$160,000 Per Year

We’re a well-established commercial construction firm with nearly a century of experience delivering impactful projects — from healthcare facilities, educational institutions and corporate offices to cultural venues, hospitality, retail, data centers, and mission-critical installations. Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal.

New!

Gary, IN6 days ago

$100,000–$130,000 Per Year

With over five decades of experience, we have successfully delivered multimillion-dollar new construction and renovation projects for a diverse range of clients, including major global retail brands, government agencies, and real estate developers. Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal.

New!

Elmhurst, IL4 days ago

$110,000–$150,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. We are looking for an experienced Interiors Estimator to work a variety of projects ranging from small to multimillion dollar jobs.

New!

Naperville, IL6 days ago

$110,000–$150,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. Over the course of our 100 years, we have stayed steadfast committed to our principles of teamwork, safety, customer service, integrity, and delivering quality projects.

New!

Elmhurst, IL4 days ago

$90,000–$130,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. By applying for this job, you agree to receive calls, AI-generated calls, text messages, or emails from Jobot, and/or its agents and contracted partners.

New!

Arlington Heights, IL6 days ago

$120,000–$150,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. As a Project Manager, you will oversee the planning, execution, and delivery of HVAC and mechanical system projects, including chillers, boilers, custom fabrication, and process piping.

New!

Homewood, IL6 days ago

$110,000–$150,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. Operating with a strong regional presence and a reputation for delivering high-performance infrastructure solutions, our organization offers a stable and growth-oriented environment for professionals looking to make a lasting impact in the industry.

New!

Hammond, IN6 days ago

$100,000–$150,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. We are looking for a reliable Construction Project Manager to plan construction projects and oversee their progress along the way in a timely and cost-effective manner.

New!

Itasca, IL6 days ago

$100,000–$150,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. As an Estimator, you will play a critical role in the preconstruction process by preparing accurate and competitive cost estimates for a variety of commercial and industrial projects.

New!

Chicago, IL6 days ago

$115,000–$175,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. By applying for this job, you agree to receive calls, AI-generated calls, text messages, or emails from Jobot, and/or its agents and contracted partners.

New!

Chicago, IL6 days ago

$150,000–$200,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. Backed by a highly experienced team and a collaborative project management approach, our client is known for fostering long-term relationships and consistently exceeding client expectations across the Chicagoland market.

New!

Chicago, IL6 days ago

$120,000–$150,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. Emphasizing innovation, sustainability, and high-performance building practices, this company is committed to creating built environments that positively impact communities and improve quality of life.

Naperville, IL7 days ago

HealthMarkets independent licensed insurance agents shall for all purposes be deemed to be independent contractors and shall have no authority to act or represent themselves as an employee or partner of HealthMarkets Insurance Agency. HealthMarkets is a technology-enabled health insurance agency delivering high-touch, customized health and supplemental insurance solutions to individuals, families and small businesses.

New!

Chicago, IL3 days ago

$100,000–$160,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. With a focus on quality over quantity work, we have founded our business on building deep relationships with our clients, team members, and subcontractors.

New!

Lombard, ILToday

Hiring Immediately for Roofing Subcontractors - Are you leading a skilled roofing crew looking for consistent, year-round work? Erie Home, a top industry leader, is seeking reliable roofing subcontractors.

New!

Schaumburg, IL2 days ago

$110,000–$130,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. A premier design-build general contractor in the Western Suburbs, we specialize in commercial construction projects, including remodels, tenant fit-outs, and new constructions for private clients.

New!

Blue Island, IL6 days ago

$100,000–$130,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. Our team of experts work to develop and build a variety of projects across the Midwest, with a focus on commercial, education, retail, health-care, and specialty markets.

New!

Blue Island, IL4 days ago

$100,000–$140,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. A family owned and operated General Contractor located in the South Suburbs of Chicago, we are seeking a motivated Construction Superintendent to lead and manage commercial construction projects from start to finish.

New!

Glen Ellyn, IL2 days ago

$65,000–$75,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. With a commitment to professionalism, safety, and craftsmanship, our client specializes in high-performance coatings, facility maintenance painting, and large-scale commercial projects.

New!

Chicago, IL6 days ago

$85,000–$105,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. We have the resources to handle any job from tenant fit-outs, to large-scale ground-up construction, operating in a variety of markets including Commercial, Healthcare, Municipal, Light Industrial, Multifamily, Entertainment, and more.

New!

Skokie, IL4 days ago

$130,000–$170,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. A well-established Design-Build General Contractor, we are seeking a seasoned Healthcare Construction Superintendent to lead field operations on complex healthcare projects.

New!

Chicago, IL6 days ago

$150,000–$225,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. This role provides direction to project superintendents and field teams while partnering closely with project management, safety, and executive leadership to deliver successful outcomes.

New!

Chicago, IL6 days ago

$90,000–$140,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. A Premier General Contractor in Chicago, we pride ourselves on delivering exceptional construction services to improve our communities, while creating relationships and long-term partnerships with those we meet.

New!

Chicago, IL6 days ago

Remote

$95,000–$155,000 Per Year

Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal. As an Estimator specializing in federal projects you will play a critical role in ensuring our clients' needs are met and our projects are completed on time and within budget.

New!

Chicago, ILToday

As a Construction Estimating Manager, you will be responsible for developing and maintaining the cost database, while analyzing and summarizing data to support budget development and benchmarking for similar projects across multiple campuses nationwide. This will involve close collaboration with Preconstruction Managers, Construction Managers, as well as teams from Real Estate, Design Engineering, Due Diligence, Procurement, and other key partners.

New!

Chicago, IL5 days ago

Remote

Groupe Financier Signature is an independent Managing General Agency that supports financial advisors. This is a 1099 independent contractor opportunity offering access to top insurance carriers, structured support, and a flexible work model.

Joliet, IL30+ days ago

If you operate a structured business, deliver professional facility maintenance, restoration, or renovation services, and are looking for steady, recurring work - without the burden of chasing new contracts or managing collections - this may be a strong fit. We work with property managers, general contractors, and facility owners who require reliable, high-quality post-construction cleaning to bring spaces from build-ready to occupancy-ready.

Frankfort, IL30+ days ago

If you operate a structured business, deliver professional facility maintenance, restoration, or renovation services, and are looking for steady, recurring work - without the burden of chasing new contracts or managing collections - this may be a strong fit. We manage facility maintenance for offices, medical centers, schools, and industrial properties that require ongoing repair, maintenance, and small project work to keep operations running smoothly.

Orland Park, IL30+ days ago

If you operate a structured business, deliver professional facility maintenance, restoration, or renovation services, and are looking for steady, recurring work - without the burden of chasing new contracts or managing collections - this may be a strong fit. We manage facility maintenance for offices, medical centers, schools, and industrial properties that require ongoing daytime support to maintain cleanliness, safety, and presentation throughout business hours.

Joliet, IL30+ days ago

We manage facility maintenance for a wide range of properties - including offices, medical facilities, schools, and industrial spaces - and are looking to partner with professionals who can deliver consistent, high-quality carpet care in active commercial environments. City Wide Facility Solutions is seeking experienced commercial carpet cleaning contractors to support our growing portfolio of commercial clients across the region.

Joliet, IL30+ days ago

If you operate a structured business, deliver professional facility maintenance, restoration, or renovation services, and are looking for steady, recurring work - without the burden of chasing new contracts or managing collections - this may be a strong fit. Our model is built around bringing vetted service providers into well-scoped, professionally managed opportunities—allowing contractors to focus on execution, not sales.

Gary, IL30+ days ago

We manage facility maintenance for offices, medical facilities, schools, and industrial properties—and we are building a network of professional service partners who can deliver consistent, high-quality results. City Wide Facility Solutions is seeking experienced commercial cleaning contractors to support our growing portfolio of commercial clients across the region.

Orland Park, IL30+ days ago

If you operate a structured business, deliver professional facility maintenance, restoration, or renovation services, and are looking for steady, recurring work - without the burden of chasing new contracts or managing collections - this may be a strong fit. We operate throughout South Chicagoland and Northwest Indiana - a strong commercial market with warehouses, medical facilities, manufacturing sites, schools, and municipal buildings.

Joliet, IL30+ days ago

If you operate a structured business, deliver professional facility maintenance, restoration, or renovation services, and are looking for steady, recurring work - without the burden of chasing new contracts or managing collections - this may be a strong fit. We manage facility maintenance across offices, medical facilities, schools, and industrial properties that require reliable HVAC service, maintenance, and repair to maintain safe and comfortable environments.

Chicago Heights, IL30+ days ago

$0–$1,234

City Wide can help your business grow by allowing you to focus on delivering quality services without the burden of selling and collecting on accounts, ultimately increasing your income. City Wide Facility Solutions is the largest management company in the building maintenance industry, facilitating janitorial and more than 20 additional maintenance services for every client.

Addison, IL30+ days ago

Client Training: Conduct one-on-one training sessions, assess fitness levels, and design tailored exercise programs to help members meet their fitness goals. Fitness Assessments: Conduct pre-participation health-screening procedures, fitness assessments, and interpret results to provide feedback to clients.

Orland Park, IL30+ days ago

We are currently looking for established Independent Contractors to service our commercial clients in Janitorial and specialty trades (Handyman, HVAC, Electrical, Plumbing, Pressure Washing, and more). We operate throughout South Chicagoland and Northwest Indiana - a strong commercial market with warehouses, medical facilities, manufacturing sites, schools, and municipal buildings.

Joliet, IL30+ days ago

We are actively contracting motivated Owner-Operator drivers with their own authority to run consistent freight across multiple trailer types. Our dispatch team brings 30+ years of real-world transportation and logistics experience across local, regional, and over-the-road operations.

Chicago, IL30+ days ago

Wheeling, IL19 days ago

$600–$1,200 Per Week

Ameriship Parcel Delivery is a medical overnight and courier delivery service in Texas, Oklahoma, Arizona, Missouri, Kansas, Florida, Colorado, Georgia, and Illinois. Drivers should be highly energetic, competent, and self-motivated individuals with a good sense of direction and excellent customer service skills.

Chicago, IL30+ days ago

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. 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.

Arlington Heights, Illinois30+ days ago

Remote

$8,000–$12,000 Per Week

Dry van average $2.30/mile | Reefer loads higher ( $3.00/mile) – reefers welcome. Run as a 1099 Independent Contractor with high earnings, no forced dispatch, and freedom across all 48 states.

Chicago, IL7 days ago

Remote

$75,000–$150,000

If you’re looking for a role that respects your clinical autonomy, offers total schedule control, and lets you work from your favorite home office (or your couch—we won’t tell), let’s talk. You provide high-quality teletherapy to a diverse caseload, while we handle the backend logistics so you can focus on what actually matters: helping people heal.

Chicago, IL19 days ago

The contractor will facilitate bi-weekly group workshops designed to provide participants with practical coping strategies, emotional regulation tools, and supportive discussions centered on the effects of trauma and violence exposure. Public Equity is seeking a licensed and trauma-informed Mental Health Wellness Services Contractor to facilitate psychoeducational wellness workshops for participants impacted by community violence throughout Chicago communities.

Chicago, IL30 days ago

We are hiring reliable Cargo Van Drivers to handle time-sensitive freight across regional and long-distance routes. This is a 1099 independent contractor position, offering flexible scheduling and consistent load availability based on your preferences.

Chicago, Illinois13 days ago

Deliveries consist of lightweight meal-prep bags — no heavy lifting, no warehouse work, no box trucks. We are hiring Independent Courier Contractors to support scheduled meal-prep delivery routes.

Chicago, IL30+ days ago

$5,000–$7,000

i.c.stars retains: Assigns an internal point person (typically the city Executive Director), makes timely decisions and approvals, handles internal coordination with board, staff, and volunteers. i.c.stars retains: Event purpose and success metrics, target audience and key stakeholders, brand and tone guidance, final approval on concept and budget. 4.2 Project Management.

Bensenville, IL30+ days ago

$120,000–$160,000
Full-time

We are looking for an experienced Interiors Superintendent to lead field operations on high-quality interior construction projects for a well-established contractor specializing in interior build-outs, renovations, and commercial fit-outs. Information collected and processed as part of your Jobot candidate profile, and any job applications, resumes, or other information you choose to submit is subject to Jobot's Privacy Policy, as well as the Jobot California Worker Privacy Notice and Jobot Notice Regarding Automated Employment Decision Tools which are available at jobot.com/legal.

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Contractor Insurance Jobs in Chicago, IL

Senior Project Manager (General Contractor) Jobot

Project Manager (Interiors Contractor) Jobot

Senior Project Manager - General Contractor Jobot

Estimator (General Contractor) Jobot

Senior Estimator (Interiors Contractor) Jobot

Project Manager (Earthwork Contractor) Jobot

Project Manager (Drywall/Carpentry Contractor) Jobot

Project Manager (Mechanical Contractor) - Hybrid schedule** Jobot

Project Manager – Asphalt & Paving Contractor Jobot

Project Manager (General Contractor) Jobot

Lead Estimator (General Contractor) Jobot

Safety Director (General Contractor) Jobot

Director of Business Development (General Contractor) Jobot

Preconstruction Manager - General Contractor Jobot

Insurance Agent HealthMarkets

Senior Project Manager (High-End Residential Construction) Jobot

Erie Home - Roofing Contractor Erie Home

Project Manager (Design-Build Construction) Jobot

Construction Project Manager Jobot

Superintendent (Commercial Construction) Jobot

Construction Administrator/Billing Assistant Jobot

Assistant Project Manager (Design-Build Construction) Jobot

Superintendent (Healthcare Construction) Jobot

General Superintendent Jobot

Project Manager (Concrete/Masonry Restoration) Jobot

Senior Estimator - Federal Projects (Fully Remote) Jobot

Construction Estimating Manager, AMER Data Center Construction Amazon Data Services, Inc.

Life Insurance Advisor - Remote (Commission-based) Group Financier Signature

Construction Cleaning Services (Post-Construction) - Contractor Companies City Wide Facility Solutions

Handyman Services (Commercial Facilities) - Independent Contractor City Wide Facility Solutions

Day Porter Services (Commercial Facilities) - Independent Contractor Companies City Wide Facility Solutions

Independent Contractor - Commercial Carpet Cleaning Services City Wide Facility Solutions

Commercial Roofing Services - Independent Contractor Companies City Wide Facility Solutions

Independent Contractor - Commercial Cleaning Services City Wide Facility Solutions

Disinfecting Services (Commercial Facilities) - Independent Contractor Com City Wide Facility Solutions

HVAC Services (Commercial Facilities) - Independent Contractor City Wide Facility Solutions

Independent Contractor - Janitorial Services City Wide Facility Solutions

PERSONAL TRAINER (INDEPENDENT CONTRACTOR) Addison Park District

Janitorial Independent Contractor - Companies not Individuals City Wide Facility Solutions

OWNER-OPERATOR DRIVERS – ALL TRAILER TYPEIllinoisS (1099 Independent Contractor) American Logistics Authority

OWNER-OPERATOR DRIVERS – ALL TRAILER TYPES (1099 Independent Contractor) American Logistics Authority

Courier/Independent Contractor Ameriship Parcel Delivery

Field Inspector 1099 Contractor Seek Now

Owner Operator CDL A Truck Driver – Dry Van – 1099 Independent Contractor Beyondfreightinc

Remote Psychotherapist (1099 Independent Contractor) Seasoned Recruitment

Mental Health Wellness Contractor Public Equity Llc

Delivery Driver (Cargo Van) – Independent Contractor Fairmount Global Freight LLC

Independent Courier Contractor Drivers Net LLC

Events Production Contractor i.c.stars

Interiors Superintendent (Union Contractor) Jobot

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