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.

Customer Service Associate

Company: Walgreens

Location: Peoria, IL

Posted Jan 24, 2025

Community Management Intern

Company: Walgreens

Location: Oak Park, IL

Posted Jan 24, 2025

Full-Time Assistant Manager

Company: Cinemark

Location: Lisle, IL

Posted Jan 24, 2025

Emerging Store Manager

Company: Walgreens

Location: Evanston, IL

Posted Jan 24, 2025

Account Development Representative

Company: Billtrust

Location: Chicago, IL

Posted Jan 24, 2025

The job posting is for a Sales Development Representative position at Billtrust, located in Chicago. The role involves engaging new midmarket and enterprise accounts, cultivating opportunities, and supporting the sales team in achieving booking targets. The position offers structured onboarding, coaching, and guidance from sales executives. Key responsibilities include learning and conveying Billtrust's value proposition, executing program strategies, and collaborating with sales executives on prospecting plans. The ideal candidate should have a Bachelor's degree, at least one year of related experience, strong communication skills, and a desire to learn and grow. The base salary is $58,000 with an OTE of $80,000-$82,000. Billtrust offers a flexible work environment, professional development opportunities, and comprehensive benefits.

Retail Sales

Company: Cracker Barrel

Location: Joliet, IL

Posted Jan 24, 2025

This job posting is for a Retail Sales position at a Cracker Barrel Old Country Store in Joliet, IL. The role involves providing excellent customer service, maintaining store displays, and ensuring safety protocols are followed. The job offers flexible hours, potential for promotion, and a commitment to an inclusive culture that values diversity and equality.

Emerging Store Manager

Company: Walgreens

Location: Woodstock, IL

Posted Jan 24, 2025

Backend Rails Engineer (Remote)

Company: Five to Nine

Location: Chicago, IL

Posted Jan 24, 2025

Five to Nine is a rapidly growing B2B SaaS platform that helps companies manage and evaluate their workplace events and programs. They're seeking a Backend Rails Engineer to join their team, develop their core product, and collaborate with engineering and product teams. The company has raised funds from top VCs, increased user base by over 90% in three years, and is featured in major publications. They aim to be a one-stop shop for workplace leaders, offering resources to design impactful programs and foster a radically transparent culture.

Medical Device Warehouse Associate - 1st Shift - Starting rate $24.85/hr

Company: Stryker

Location: Itasca, IL

Posted Jan 24, 2025

Stryker is seeking a Supply Chain team member with 2+ years of experience. The role involves inspecting products, maintaining inventory records, and ensuring compliance with safety regulations. The company offers a fast-paced, autonomous work environment with opportunities for overtime and on-call duties. Stryker is recognized as a World's Best Workplace and a Best Workplace for Diversity. Benefits include comprehensive health insurance, financial benefits, and a wellbeing program. The ideal candidate is a self-starter, customer-oriented, and able to work flexible hours.

Pharmacy Customer Service Associate

Company: Walgreens

Location: Rockford, IL

Posted Jan 24, 2025

The role involves delivering a distinctive and delightful customer experience by engaging with customers, resolving issues, and providing efficient service. This includes registering sales, processing prescriptions under pharmacist supervision, maintaining store cleanliness, and assisting with inventory management. The position also requires knowledge of store systems, equipment, and adherence to company policies. PTCB certification is preferred but not mandatory. The role is open to applicants with diverse backgrounds, including those with arrest and conviction records, in compliance with the San Francisco Fair Chance Ordinance.

Community Management Intern

Company: Walgreens

Location: Hickory Hills, IL

Posted Jan 24, 2025

Customer Service Associate

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 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.

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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