Health Savings Account Jobs in Chicago, IL

51,297 open positions · Updated daily

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

Field Sales Representative – Hiring Immediately

Company:

Location: Wheaton, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing sales reps more time for tasks. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with a 4% employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing new sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Airborne Cryptologic Language Analyst

Company:

Location: Edwardsville, IL

Posted Jan 24, 2025

Airborne Cryptologic Language Analysts are crucial in translating intelligence communications during flight, providing threat warnings and actionable intelligence. They require fluency in foreign languages, successful completion of various courses, and meet specific physical and health standards. High school seniors or equivalent can apply, with non-graduates needing a minimum AFQT Test score of 65.

Roofing Sales $65K-200K Total Compensation!

Company:

Location: Alsip, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw advancement, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and a smart phone. Industry knowledge and CRM experience are preferred.

Management & Sales Training Program (Madison/Rockford)

Company:

Location: Freeport, IL

Posted Jan 24, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and strategy. The training equips participants with skills for a successful career in management and professional sales, offering limitless career opportunities and leadership development. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Cyber Systems Operations

Company:

Location: Quincy, IL

Posted Jan 24, 2025

Outside Sales Representative

Company:

Location: Naperville, IL

Posted Jan 24, 2025

Airborne Cryptologic Language Analyst

Company:

Location: Bloomington, IL

Posted Jan 24, 2025

Roofing Sales Immediately Hiring

Company:

Location: Joliet, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling representatives to focus on sales. The company offers competitive compensation including draw advancement, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Outside Sales Reps Hiring Immediately

Company:

Location: Plainfield, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and a smart phone. Industry knowledge and CRM experience are preferred.

Airborne Cryptologic Language Analyst

Company:

Location: Danville, IL

Posted Jan 24, 2025

Airborne Cryptologic Language Analysts are crucial in translating intelligence communications during flight, providing threat warnings and actionable intelligence. They require fluency in foreign languages, successful completion of various courses, and meet specific physical and health standards. High school seniors or diploma holders can apply, with non-graduates needing a minimum AFQT Test score of 65.

Outside Sales Representative

Company:

Location: Romeoville, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Frequently Asked Questions

What are typical salary ranges by seniority for HSA roles?
Entry‑level HSA Analyst positions generally pay $60,000–$80,000. Mid‑level roles, such as HSA Compliance Analyst, range from $80,000 to $110,000. Senior positions, like Senior HSA Portfolio Manager, command $110,000–$150,000, while Lead or Director roles in HSA Operations can earn $150,000–$200,000 annually.
Which skills and certifications are required for a career in Health Savings Accounts?
Key skills include mastery of IRS 502(a) and HSA contribution limits, HIPAA privacy standards, AML and KYC screening, and proficiency with cloud‑based HSA platforms (e.g., Fidelity HSA, Aegon, HealthEquity). Certifications such as Certified HSA Professional (CHSA), Certified Public Accountant (CPA), or Certified Health Insurance Counselor (CHIC) are highly valued.
Is remote work common for HSA positions?
Yes. Many HSA roles—especially Compliance Analysts, Technical Support Engineers, and Data Security Specialists—are offered as fully remote or hybrid positions because account management and regulatory oversight rely on secure cloud infrastructures and real‑time data feeds.
What career progression paths exist within HSA roles?
A typical trajectory starts with HSA Analyst, advances to Senior Analyst or Portfolio Manager, then to HSA Program Manager or Director of HSA Operations. Experienced professionals often transition into fintech product management, financial advisory services, or regulatory affairs leadership.
What industry trends are shaping the future of Health Savings Accounts?
Key trends include rising HSA contribution limits, increasing adoption of high‑deductible health plans, AI‑driven fraud detection, blockchain transaction transparency, and regulatory updates such as expanded roll‑over options and enhanced reporting requirements.

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