Flexible Spending Account Jobs in Chicago, IL

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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.

Software Engineer

Company: Morningstar

Location: Chicago, IL

Posted Oct 22, 2025

Lead or contribute to technical architecture discussions and design reviews. Own the full development lifecycle—from design and implementation to deployment and…

Transportation Account Analyst (Onsite; LTL exp. req. $70-80K)

Company: #twiceasnice Recruiting

Location: Chicago, IL

Posted Oct 22, 2025

Streamline existing reporting and develop additional metrics. Maintain a detailed analysis of data. LTL data analysis : 1 year (Required).

Banking Specialist

Company: Connect Search

Location: Palos Heights, IL

Posted Oct 22, 2025

Input information related to cash disbursements during the account closure process. Utilize Microsoft Excel for internal communication and data retrieval, and…

Track Laborer

Company: CPKC

Location: Bensenville, IL

Posted Oct 22, 2025

Driver’s license verification and driving history. As a member of the Engineering team, a Track Laborer in the railroad industry plays a vital role in the…

Graphic Designer, Part Time

Company: PAWS Chicago

Location: Chicago, IL

Posted Oct 21, 2025

Manual dexterity to operate standard office equipment (e.g., computer keyboard, mouse, telephone, copier, printer).

Director of Service & Brand Alignment

Company: Encore Global

Location: Schiller Park, IL

Posted Oct 22, 2025

Brand Integration: Serve as primary Encore authority on Hilton service performance, embedding key principles from Hilton’s training philosophy into our own…

Project Manager

Company: Luma Health

Location: Chicago, IL

Posted Oct 22, 2025

Bachelor's Degree or related field. Serve as the project owner and main customer liaison throughout the implementation process, ensuring clear communication and…

Copywriter

Company: Caterpillar

Location: Chicago, IL

Posted Oct 22, 2025

Degree in a relevant field and experience in a creative role within an agency or in-house corporate environment or equivalent working experience.

Customer Service Representative

Company: Cintas

Location: Chicago, IL

Posted Oct 21, 2025

Responsibilities include answering customer calls and providing prompt issue resolution; data entry; assisting in account reconciliation; preparing reports and…

Senior IT SOX Compliance Analyst

Company: Gallagher

Location: Rolling Meadows, IL

Posted Oct 21, 2025

Gallagher believes that all persons are entitled to equal employment opportunity and prohibits any form of discrimination by its managers, employees, vendors or…

Cybersecurity Analyst

Company: Alter Domus

Location: Chicago, IL

Posted Oct 21, 2025

Familiarity with malware analysis, reverse engineering, and forensic tools. Monitor security information and event management (SIEM) systems, intrusion…

Technical Product Owner / Software Development Expert

Company: Emergent Software

Location: Chicago, IL

Posted Oct 21, 2025

Experience operating as the liaison between agile development teams and users in defining requirements, performing business analysis, and driving delivery in…

Frequently Asked Questions

What are the typical salary ranges for Flexible Spending Account roles at different seniority levels?
Entry‑level FSA Specialists earn $55,000–$70,000 annually. Mid‑tier Program Managers and Analysts command $70,000–$90,000. Senior‑level Compliance Directors and Integration Leads receive $90,000–$110,000, often with a 5–10% performance bonus.
What skills and certifications are required to succeed in Flexible Spending Account positions?
Key skills include IRS‑2024 compliance, data‑driven analysis with Power BI or Tableau, claims processing workflow, and payroll integration using ADP, Workday, or Gusto. Certifications such as Certified Health Benefits Specialist (CHBS), Certified Employee Benefits Specialist (CEBS), and Certified FSA Specialist (CFS) are highly valued.
Can I work remotely in a Flexible Spending Account role?
Yes—many FSA analysts, compliance specialists, and integration engineers offer fully remote or hybrid arrangements. Employers prioritize cloud‑based FSA platforms, virtual audit tools, and digital claim portals, enabling distributed teams.
What are common career progression paths for professionals in Flexible Spending Accounts?
Typical growth moves from FSA Analyst to Program Manager, then to Senior Compliance Director or Benefits Strategy Lead. From there, professionals often transition to HR Benefits Director or VP of Employee Benefits, overseeing company‑wide benefit portfolios.
What industry trends are shaping the future of Flexible Spending Accounts?
Emerging trends include AI‑driven claim adjudication, mobile‑first FSA apps, integration with telehealth services, and ESG reporting that tracks employee health spend.

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