HSA Bank
HSA Bank

6 Hsa Bank Customer Service Representative Jobs Hiring Near You

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future ... Presentation Skills - Create and present compelling demonstrations of services to prospective ...

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future ... Presentation Skills - Create and present compelling demonstrations of services to prospective ...

Insurance Sales Agent

Milwaukee, WI · On-site

$24 - $26/hr

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future ... Presentation Skills - Create and present compelling demonstrations of services to prospective ...

Manager, UX & UI Design

Milwaukee, WI · On-site

$114K/yr

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future ... The UX Designer serves as the voice of the customer throughout the product lifecycle, using ...

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future ... The UX Designer serves as the voice of the customer throughout the product lifecycle, using ...

Manager, UX & UI Design

Milwaukee, WI · On-site

$114K/yr

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future ... The UX Designer serves as the voice of the customer throughout the product lifecycle, using ...

HSA Bank Jobs Information

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Infographic showing various Customer Service Representative job openings at Hsa Bank in the United States as of August 2026, with employment types broken down into 100% Full Time. Highlights an 33% Physical, and 67% Remote job distribution.

Insurance Sales Agent

HSA Bank

Milwaukee, WI • Remote

$24 - $26/hr

Full-time

Re-posted 8 days ago


Job description

At HSA Bank, we're working toward a world where everyone is empowered to save for a healthy future. Our offerings in the healthcare savings space drive down healthcare costs, increase access, and assist with decision-making for consumers, health plans, partners, and advisors.


Are you ready to join us?

The Individual Sales Agent is responsible for generating business through education, advisement, and enrollment of Webster consumers in plans such as Medicare Supplement, Medicare Advantage, ACA, Hospital Indemnity, Critical Illness, and other individual or family insurance products through outbound and inbound tele sales. This role reports to the Managing Director of Medicare Sales and requires the ability to discuss these plans in detail and then confidently make a recommendation to complete the enrollment while using the necessary tools such as softphones, quoting tools, and other web-based items.

What you will do

  • Product Knowledge - Strong working knowledge of insurance products like Medicare Supplement, Medicare Advantage, Group Insurance, Individual and Family Plans, and Ancillary products.

  • Sales Skill - Familiarity selling in DTC, B2B, and B2B2C setting.

  • Presentation Skills - Create and present compelling demonstrations of services to prospective clients, highlighting benefits and value propositions.

  • Ability to multi-task - IE navigate several computer screens while having a discussion with consumers.

  • Sales Cycle Knowledge - Ability to educate, recommend, close, and service business through the entire sales life cycle.

  • Documentation - Must be able to use internal tools like CRMs and quoting tools to document and track current and potential business for analysis and use by other organizational stakeholders.


Skills and Abilities

  • A desire to compete and comfort working on a commission-based salary.


Education Qualifications

  • H.S. Diploma or General Education Degree (GED) required

  • Bachelor's Degree in Arts/Sciences (BA/BS) preferred


Experience Qualifications

  • 0-2 years Medicare or ACA focused sales role required

  • 0-2 years Working with group health plans preferred

  • 0-2 years Selling B2B or B2B2C required


Licenses and Certifications

  • Life and Health license with the ability to be licensed in other non-resident states upon hire required

The estimated salary range for this position is $24.00USD to $26.00USD. Actual salary may vary up or down depending on job-related factors which may include knowledge, skills, experience, and location. In addition, this position is eligible for incentive compensation.

#LI-BY1

#LI-REMOTE

Webster Financial Corporation and its subsidiaries ("Webster") are equal opportunity employers that are committed to sustaining an inclusive environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, marital status, national origin, ancestry, citizenship, sex, sexual orientation, gender identity and/or expression, physical or mental disability, protected veteran status, or any other characteristic protected by law.