Flexible Spending Account Jobs in Chicago, IL

35,800 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.

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

The text describes a job role focused on delivering a distinctive and delightful customer experience. The responsibilities include engaging customers, resolving issues, and providing efficient checkout service. The role also involves maintaining store cleanliness, implementing asset protection procedures, and ensuring compliance with regulated product laws. The job requires fluency in English and a flexible schedule, including evenings and weekends. Preferred qualifications include prior retail experience and familiarity with Walgreens.

Pharmacy Operations Manager

Company: Walgreens

Location: Edwardsville, IL

Posted Jan 22, 2025

Summer Pharmacy Intern

Company: Walgreens

Location: Oak Park, IL

Posted Jan 22, 2025

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

Customer Service Associate

Company: Walgreens

Location: Jacksonville, IL

Posted Jan 22, 2025

Inventory Specialist

Company: Walgreens

Location: Bolingbrook, IL

Posted Jan 22, 2025

Pharmacy Technician

Company: Walgreens

Location: Schaumburg, IL

Posted Jan 22, 2025

Customer Service Associate

Company: Walgreens

Location: Evergreen Park, IL

Posted Jan 22, 2025

Regional Sales Director - Chicago IL

Company: TASC

Location: Chicago, IL

Posted Jan 22, 2025

TASC is hiring 15 new Regional Sales Directors (RSDs) nationwide to sell Benefit Accounts, COBRA administration, and Compliance Solutions. The RSDs will coordinate and manage all activities related to the sale of company services through relationships with accounts and distributors. TASC offers an innovative solution that combines employee benefit accounts with Benefit Continuation offerings on one platform. The role provides unlimited financial opportunity with uncapped commission, incentives, and annual bonuses. Qualified candidates should have at least 3 years of professional sales experience, preferably in the benefits industry, and live in the Chicago metro area. TASC is a rapidly growing company with a strong company culture, offering multiple layers of sales and client support.

Business Expert

Company: Apple

Location: Oakbrook, IL

Posted Jan 22, 2025

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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