ZipRecruiter

Log In

1

Weekend Commercial Insurance Jobs in Chicago, IL

1 Terra Vita Insurance Group

Be Seen First

Commercial Insurance Producer

Hoffman Estates, IL · On-site

$50K - $250K/yr (+ commission)

Commercial Insurance Producer Terra Vita Insurance Group is seeking an experienced Commercial Insurance Producer with a strong focus on developing and closing Commercial Lines business. This is ...

next page

Showing results 1-20

All JobsCommercial Insurance JobsWeekend Commercial Insurance JobsWeekend Commercial Insurance Jobs in Chicago, IL

Weekend Commercial Insurance information

See Chicago, IL salary details

$33.5K

$84.2K

$129.8K

How much do weekend commercial insurance jobs pay per year?

As of Sep 2, 2026, the average yearly pay for weekend commercial insurance in Chicago, IL is $84,215.00, according to ZipRecruiter salary data. Most workers in this role earn between $63,400.00 and $105,100.00 per year, depending on experience, location, and employer.

What is a weekend commercial insurance agent?

A Weekend Commercial Insurance agent is a professional who specializes in selling and managing insurance policies for businesses, working specifically on weekends to accommodate clients who may not be available during regular business hours. These agents assess the insurance needs of companies, provide quotes, explain coverage options, and help businesses protect against risks such as property damage, liability, and employee-related issues. By working weekends, they offer flexibility and accessibility for business owners who require insurance services outside of the typical Monday-to-Friday schedule.

What are the key skills and qualifications needed to thrive as a weekend commercial insurance agent?

To excel as a Weekend Commercial Insurance Agent, you need a solid understanding of insurance products, risk assessment, and relevant state licensing. Familiarity with customer relationship management (CRM) software, quoting systems, and claims processing tools is typically required. Exceptional communication, negotiation skills, and the ability to manage time independently help agents stand out in this role. These competencies are essential for building client trust, efficiently handling policy inquiries outside standard hours, and ensuring comprehensive coverage solutions.

What are some unique challenges faced by professionals working weekend shifts in commercial insurance, and how can they effectively address them?

Professionals working weekend shifts in commercial insurance often encounter challenges such as limited access to decision-makers, reduced support staff availability, and handling urgent client requests outside standard business hours. To address these issues, it's important to develop strong time management skills, proactively communicate with weekday teams, and familiarize yourself with digital resources and self-service tools. Building a routine for documenting client interactions ensures smooth handoffs and continuity of service, while maintaining flexibility helps in adapting to unexpected situations that may arise during weekends.

What is the difference between Weekend Commercial Insurance vs Weekend Commercial Underwriter?

AspectWeekend Commercial InsuranceWeekend Commercial Underwriter
CredentialsInsurance license, industry knowledgeInsurance license, underwriting certification
Work EnvironmentCustomer service, policy managementRisk assessment, policy approval
Employer & Industry UsageInsurance agencies, brokersInsurance companies, underwriting firms
Common Search & ComparisonYesYes

Weekend Commercial Insurance involves managing policies, assisting clients, and processing claims during weekends. In contrast, Weekend Commercial Underwriters focus on evaluating risks and approving policies. Both roles require insurance knowledge and licenses but differ in responsibilities and work focus, with the former more customer-facing and the latter more analytical.

What are the most commonly searched types of Commercial Insurance jobs in Chicago, IL?

The most popular types of Commercial Insurance jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Weekend Commercial Insurance jobs?

Cities near Chicago, IL with the most Weekend Commercial Insurance job openings:

Weekend Commercial Insurance jobs near you

Commercial Insurance Producer

1 Terra Vita Insurance Group

Hoffman Estates, IL • On-site

$50K - $250K/yr (+ commission)

Full-time

Medical, Dental, PTO

Posted 4 days ago

Be Seen First

After you apply to this job, you can share why you’re interested to jump to the top of the candidate list.

Job description

Commercial Insurance Producer


Terra Vita Insurance Group is seeking an experienced Commercial Insurance Producer with a strong focus on developing and closing Commercial Lines business.


This is strictly a COMMERCIAL INSURANCE PRODUCTION role.


We are looking for a producer who can prospect, develop relationships with business owners, generate new commercial opportunities, and build a profitable book of business.


Responsibilities:


Prospect and generate new Commercial Lines business

Build and manage an active commercial sales pipeline

Develop relationships with business owners and key decision-makers

Identify commercial risks and insurance needs

Present commercial insurance solutions and close new accounts

Generate business through prospecting, networking, referrals, and existing relationships

Develop and grow a profitable commercial book of business

Maintain strong client relationships and support account retention

Consistently achieve established production goals


Commercial Lines may include:


Commercial Auto

Trucking & Transportation

General Liability

Workers' Compensation

Commercial Property

Business Owners Policies (BOP)

Contractors

Professional & Specialty Lines

Other Commercial P&C risks


Candidate Requirements:


Commercial insurance sales/production experience strongly preferred

Strong business development and closing skills

Ability to independently generate new business

Existing commercial relationships or book of business is a strong plus

Property & Casualty license preferred

Strong understanding of Commercial Lines coverage

Goal-oriented and accountable for production results


This is NOT a Personal Lines, Life & Health, Customer Service, or Account Manager position.


We are specifically seeking a Commercial Insurance Producer who wants to produce, build relationships, and grow a commercial book of business.


Why Terra Vita Insurance Group?


Our producers have access to commercial markets, technology, operational support, and an experienced team, including insurance professionals with 15+ years of industry experience.


At Terra Vita, your relationships, knowledge, ideas, and ability to produce matter.


If you are ready to build and grow in Commercial Insurance, we want to hear from you.