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Weekend Commercial Insurance Jobs in Chicago, IL

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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 Aug 6, 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 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 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 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:

Account Manager- Commercial Insurance

Insurance Office of America

Hanover Park, IL • On-site

Full-time

Medical, Retirement

Re-posted 22 days ago


Insurance Office Of America rating

8.8

Company rating: 8.8 out of 10

Based on 18 frontline employees who took The Breakroom Quiz

57th of 301 rated insurance


Job description

Description

Job Description:

Commercial Insurance Account Manager 
 
Please note: If this position is posted as either fully remote and/or hybrid, in accordance with company policy, individuals residing within a 50-mile radius of a branch location may be required to work onsite in a hybrid capacity as there may be occasions when on-site presence is necessary to meet specific business needs. Additionally, our remote work policy includes having a dedicated, distraction-free workspace. Remote work is not a substitute for childcare, elder care, or other personal responsibilities during working hours. To view our branch locations, please visit: ioausa.com/locations 
 

About the Role:

We are seeking insurance professionals with 2 to 5 years of commercial insurance experience and an active P&C license, for current opportunities within our Account Management career path based on experience and licensing. Multiple experience levels considered, including Account Associate, Senior Account Associate and Account Manager Associate opportunities.

Provide administrative, technical, and customer service support to the account team and assigned clients. This role ensures accurate policy processing, supports new and renewal business, and maintains high service standards while minimizing risk exposure.

The scope, autonomy, and complexity of responsibilities increase by level, ranging from task execution (Account Associate) to independent account management and technical advisory (Account Manager Associate).

Core Responsibilities (All Levels)

Client Service & Support

  • Deliver proactive, responsive service to clients and internal teams
  • Communicate workload status and resolve service requests efficiently
  • Support strong client and team relationships

Policy Administration

  • Process endorsements, audits, cancellations, reinstatements
  • Manage certificates, ID cards, binders, invoices, and related documents
  • Support policy issuance and documentation accuracy

Business & Renewal Support

  • Assist or lead new and renewal business processes
  • Prepare submissions and proposals
  • Gather underwriting information and documentation

Systems & Workflow Management

  • Maintain accurate client and policy data in systems
  • Monitor activities and ensure timely task completion

Billing & Compliance

  • Resolve billing discrepancies and support collections
  • Ensure adherence to policies and minimize errors & omissions exposure

Level Differentiation

Account Associate (AA) (Non-Exempt)– Foundational

  • Executes transactional and administrative tasks
  • Supports workflows under close supervision
  • Assists with submissions and policy processing
  • Focused on accuracy, timeliness, and task completion

Senior Account Associate (SAA) (Non-Exempt)– Intermediate

  • Independently manage small or low-complexity accounts
  • Tracks renewals and ensures timely processing
  • Performs underwriting preparation and loss run analysis
  • Evaluates and negotiates coverage/pricing
  • Prepares proposals and binds coverage
  • Provides guidance to junior staff

Account Manager Associate (AMA) (Exempt) – Advanced

  • Operates with minimal supervision and increased autonomy
  • Manages full customer service lifecycle (billing, claims, coverage)
  • Leads renewal strategy, negotiation, and execution
  • Performs in-depth coverage analysis and advisory support
  • Handles more complex accounts and escalations
  • Demonstrates advanced technical expertise and leadership

Differences Summary

  • Account Associate: Task-driven, execution-focused, entry-level support
  • Senior Account Associate: Independent contributor, analytical, manages smaller accounts
  • Account Manager Associate: Advanced expertise, owns client experience, near Account Manager level

What We Offer: 

  • Competitive salaries and bonus potential 
  • Company-paid health insurance 
  • Paid holidays, vacations, and sick time 
  • 401K with employer match 
  • Professional growth and career progression opportunities 
  • Respectful culture and work/family life balance 
  • Community service commitment 
  • Supportive teammates and a rewarding work environment 

 
What to Expect (Application Process): 

  • 30-Minute Phone Screen, Online Assessments, and Interview(s) 

Salary Range

The expected pay range for this position is 45-75K annually, depending on role, experience, relevant skills, and geographic location.

Insurance Office of America is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.


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