Insurance Virtual Assistant Jobs in Chicago, IL (NOW HIRING)

Position Title: Account Specialist II

Location: Bannockburn, IL (Virtual with occasional onsite requirements)

Employment Type: Contract/Full-Time (as applicable)

We are seeking an experienced Account Specialist II to support Account Executives and Brokers on assigned commercial risk accounts. This role is responsible for managing key account processes, supporting client-facing and internal activities, and ensuring the timely delivery of services through effective collaboration with internal teams and outsourced Aon Client Services (ACS) partners.

This position is primarily virtual; however, candidates must be local to the Bannockburn, IL area and flexible to attend onsite meetings or office visits as business needs require.

• Assist Account Executives and Brokers with servicing commercial insurance accounts.
• Identify, retrieve, and manage compliance documentation required for renewals, invoices, surplus lines filings, and other client service deliverables.
• Support policy renewals by initiating processes and ensuring timely completion of required activities.
• Process invoices, endorsements, vehicle suspensions, auto ID cards, emergency certificates, and other client requests.
• Resolve premium account discrepancies and collaborate with stakeholders to ensure accurate account administration.
• Maintain accuracy and completeness of data within systems of record, including Bridge and Broker Desktop.
• Respond promptly to field office requests and service inquiries.
• Coordinate with outsourced service providers to ensure quality, accuracy, and timely completion of deliverables.
• Upload, index, and maintain documents in the Document Management System.
• Conduct pre-renewal account reviews with field offices to ensure client expectations and delivery timelines are met.
• Prepare policy summaries, schedules of insurance, premium allocations, and perform quality reviews of post-placement documentation.
• Manage and complete special client projects as assigned.
• Participate in client meetings and office visits as needed.
• Mentor and provide guidance to junior team members on complex account functions.
• Assist colleagues in troubleshooting and resolving client service issues.

• Active Insurance Brokerage License or ability to obtain/maintain required licensing.
• Strong communication and interpersonal skills with the ability to build relationships across multiple teams.
• Proficiency with Microsoft Office Suite, particularly Excel.
• Experience in insurance administration, account management, or commercial insurance support.
• Strong organizational skills with excellent attention to detail.
• Ability to manage multiple priorities and meet deadlines in a fast-paced environment.
• Experience with document management systems and account servicing processes.

• Commercial insurance brokerage experience.
• Knowledge of policy administration, renewals, endorsements, invoicing, and surplus lines processing.
• Experience using insurance platforms such as Bridge, Broker Desktop, or similar industry systems.
• Project management experience and ability to coordinate multiple stakeholders.

• Insurance Brokerage License
• Commercial Insurance Knowledge
• Communication & Relationship Building
• Microsoft Office Suite
• Advanced Excel Skills
• Account Administration
• Email & Correspondence Management
• Document Management
• Project Coordination
• Problem Solving & Client Service

• Location: Bannockburn, IL
• Schedule: Primarily virtual
• Onsite Requirement: Candidates must be local and available for onsite attendance on an as-needed basis. Onsite expectations may evolve based on business requirements.

Job Type & Location

This is a Contract position based out of Bannockburn, IL.

The pay range for this position is $27.00 - $41.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: • Medical, dental & vision • Critical Illness, Accident, and Hospital • 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available • Life Insurance (Voluntary Life & AD&D for the employee and dependents) • Short and long-term disability • Health Spending Account (HSA) • Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick Leave)

This is a fully remote position.

This position is anticipated to close on Aug 20, 2026.

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.