Flexible Spending Account Jobs in Chicago, IL

Positions 35,801 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.

Staff Accountant

Company: Addison Group

Location: Chicago, IL

Posted Sep 18, 2025

Provide financial analysis as requested in a timely manner, conforming to standards as assigned. Monthly review of agency cost centers to analyze actual…

Dashers - Sign Up and Start Earning

Company: DoorDash

Location: Chicago, IL

Posted Sep 17, 2025

Deliver with DoorDash and earn extra cash while being your own boss. Whether you’re looking for a side hustle or a full-time gig, delivering with DoorDash gives…

Associate Brand Manager, Marketing Innovation

Company: Kraft Heinz Company

Location: Chicago, IL

Posted Sep 17, 2025

Bachelor’s Degree (or advanced degree) in Business, Marketing, or related field. Partner with the Marketing & Sales teams to develop compelling product launch…

Cybersecurity Analyst

Company: Delan Associates, Inc

Location: Lemont, IL

Posted Sep 18, 2025

The contractor shall adhere to all policies and procedures of the ANL Computer Protection Program, must not bypass any procedures established to protect data,…

Solutions Architect

Company: Rotary International

Location: Evanston, IL

Posted Sep 17, 2025

Work on product technical design and feasibility assessments accounting for technical constraints. Design, develop and implement components and templates in…

Entry-Level Sales Associate (Private & Cargo Aviation)

Company: City Staffing

Location: Chicago, IL

Posted Sep 17, 2025

Months 6–12: Pass internal certification and begin independent sales. Support your mentor’s sales desk while training. B2B sales: 3 years (Preferred).

Cyber Risk Analyst

Company: Delan Associates, Inc

Location: Lemont, IL

Posted Sep 18, 2025

For the candidate within driving distance of the Lab, there may be rare times to be onsite for in-person meetings, assessments, or presentations.

Head Cook, Full Time

Company: Generations at Regency LLC

Location: Niles, IL

Posted Sep 18, 2025

Maintain a clean, organized and safe kitchen. Strong organizational and multi-tasking skills. HEAD COOK, FULL TIME - Generations at Regency, Niles, Illinois -…

Catalyst Maria Elementary Teacher

Company: Catalyst Schools

Location: Chicago, IL

Posted Sep 18, 2025

Current Professional Educators License in the state of Illinois. Clear evidence of scholar academic growth on IAR, ISA, FastBridge, and curriculum-based…

VP Technology Transformation, Project Management Office

Company: J.S. Held LLC

Location: Chicago, IL

Posted Sep 17, 2025

Champion strategic initiatives, including driving enterprise-wide technology solutions, process optimization, and efficiency gains.

Market Director of Clinical Services

Company: LiveWell Choice, LLC

Location: Chicago, IL

Posted Sep 17, 2025

Valid state driver's license with a good driving record and proof of automobile insurance required. State unrestricted licensed Advanced Practice Nurse and…

Deputy Controller

Company: Paradigm Healthcare

Location: Skokie, IL

Posted Sep 17, 2025

Strong work ethic and commitment to the profession demonstrated by possessing a Certified Public Accountant license and maintaining their certification with…

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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