Flexible Spending Account Jobs in Chicago, IL

35,792 open positions · Updated daily

Looking for Flexible Spending Account jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Flexible Spending Account position in the Chicago, IL area.

Cloud Infrastructure Architect

Company: Sargent & Lundy

Location: Chicago, IL

Posted Jul 23, 2025

We are seeking a highly experienced and strategic Cloud & Infrastructure Architect to lead the design, governance, and implementation of enterprise-grade cloud…

Client Service Representative

Company: LR WINDSOR Inc

Location: Chicago, IL

Posted Jul 22, 2025

State insurance license (Property & Casualty or Life & Health) must be obtained prior to start date. Previous experience in insurance, customer service, or a…

Program Manager HCM (Dayforce)

Company: CAI

Location: Chicago, IL

Posted Jul 22, 2025

Monitor project progress, identify potential risks, and implement mitigation strategies to minimize business disruption.

Software Development Engineer

Company: WEX Inc.

Location: Chicago, IL

Posted Jul 23, 2025

You will be responsible for building and maintaining efficient development pipelines, driving automation, and contributing to scalable deployment strategies.

Customer Service Specialist

Company: Lenova Group, Inc.

Location: Hillside, IL

Posted Jul 23, 2025

Follow up with inbound inquiries daily and develop a working knowledge of accounts. Discuss with customers by telephone or e-mail to provide information about…

Event Chef

Company: Blue Plate Catering

Location: Chicago, IL

Posted Jul 23, 2025

Completion of City of Chicago Department of Public Health Certified Food Service Manager certification preferred, or ability to complete the certification…

Retail Sales Associate

Company: MY WIRELESS IL, INC

Location: Wood Dale, IL

Posted Jul 23, 2025

Experience prospecting through outbound calls. Training and developing your skills to become a top My Wireless Retail Sales Associate, which leads to…

Financial Control Accountant - Chicago, IL

Company: ADM

Location: Chicago, IL

Posted Jul 22, 2025

Financial wellness – flexible spending accounts, health savings account, 401(k) with matching contributions and cash balance plan, discounted employee stock…

Second Shift Custodian

Company: Elmwood Park Community Unit School District #401

Location: Elmwood Park, IL

Posted Jul 23, 2025

Uses hand tools of trade and related power equipment, including brooms, mops, floor cleaning and waxing machines, vacuum cleaners, snow blowers, shovels, power…

Janitor

Company: The Salvation Army Central Territory

Location: Chicago, IL

Posted Jul 23, 2025

Valid Drivers license and the ability to pass the Salvation Army MVR check. Ability to make minor plumbing, electrical and carpentry repairs.

Project Manager II - Multifamily Projects

Company: Michael Page

Location: Chicago, IL

Posted Jul 23, 2025

Ability to hire, train, develop and manage a team of Project Managers by providing intentional and proactive leadership. Travel to job site 1-2 days a week.

Local Intermodal - CDL-A Truck Driver - Home Daily (ST121)

Company: TST

Location: Chicago, IL

Posted Jul 23, 2025

Valid Class A CDL license. Local Chicago mileage drivers start at $0.62 per mile, plus $20 load pay per load. *Weekend Differentia*l: $0.12 per mile, applicable…

Frequently Asked Questions

What salary can I expect at different FSA levels?
Entry‑level roles start around $45,000‑$60,000. Mid‑level positions earn $60,000‑$80,000. Senior professionals typically receive $80,000‑$110,000, and directors can command $110,000‑$140,000.
What skills and certifications are essential for FSA roles?
Proficiency with benefit platforms (Benefitfocus, Zenefits, Gusto), strong Excel and data‑analysis skills, deep knowledge of IRS FSA regulations, and certifications such as CEBS, CCP, or HR‑specific credentials boost hiring prospects.
Can FSA positions be done remotely?
Yes. Most FSA roles are fully remote or hybrid because enrollment and claims management rely on cloud‑based systems, allowing professionals to work from anywhere.
What career paths exist within FSA?
Typical progression follows: Coordinator → Administrator → Analyst → Manager → Director → VP of Benefits. Each step adds responsibility for larger benefit portfolios and strategic planning.
What are the current trends shaping FSA careers?
Key trends include virtual enrollment portals, AI‑driven claims adjudication, tighter IRS compliance rules, deeper integration with HRIS platforms, and an emphasis on ESG metrics in benefit design.

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