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Inbound Insurance Sales Jobs in Wisconsin (NOW HIRING)

HSA Bank

Insurance Sales Agent

Milwaukee, WI · On-site

$24 - $26/hr

... insurance products through outbound and ... inbound tele sales. This role reports to the Managing Director of Medicare Sales and requires the ...

HSA Bank

Insurance Sales Agent

Milwaukee, WI · On-site

$24 - $26/hr

... insurance products through outbound and ... inbound tele sales. This role reports to the Managing Director of Medicare Sales and requires the ...

HSA Bank

Insurance Sales Agent

Milwaukee, WI · Remote

$24 - $26/hr

... insurance products through outbound and ... inbound tele sales. This role reports to the Managing Director of Medicare Sales and requires the ...

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Inbound Insurance Sales information

What are some common challenges faced in an inbound insurance sales role?

One of the most common challenges in Inbound Insurance Sales is handling a high volume of inquiries while ensuring each potential customer receives personalized and accurate information. Representatives often need to quickly understand a prospect's unique needs and recommend appropriate insurance products, sometimes in a fast-paced or quota-driven environment. Managing rejection and maintaining motivation are important, as not every call will result in a sale. However, with the right training and supportive team environment, these challenges become opportunities to refine your consultative sales skills and grow your career within the insurance industry.

What are the key skills and qualifications needed to thrive in inbound insurance sales?

To thrive as an Inbound Insurance Sales representative, you need strong communication skills, active listening abilities, and a solid understanding of insurance products, often supported by a high school diploma or relevant licensure. Familiarity with CRM platforms, sales tracking software, and quoting systems is typically required, along with any state-mandated insurance licensing. Persistence, resilience, and a customer-focused attitude are standout soft skills in this position. These skills are crucial to effectively convert inquiries into sales and provide accurate, trustworthy guidance to clients.

What is an inbound insurance sales?

An Inbound Insurance Sales job involves handling incoming calls from potential customers interested in purchasing insurance products. Agents listen to customer needs, provide policy information, answer questions, and guide them through the purchase process. The role requires strong communication, sales, and customer service skills to match clients with the right coverage. Unlike outbound sales, agents do not cold-call; instead, they respond to inquiries from prospective customers.

What are the most commonly searched types of Inbound Insurance Sales jobs in Wisconsin? The most popular types of Inbound Insurance Sales jobs in Wisconsin are:
What are popular job titles related to Inbound Insurance Sales jobs in Wisconsin? For Inbound Insurance Sales jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Inbound Insurance Sales jobs in Wisconsin look for? The top searched job categories for Inbound Insurance Sales jobs in Wisconsin are:
Inbound Insurance Sales jobs near you
Infographic showing various Inbound Insurance Sales job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution.

Insurance Sales Agent

HSA Bank

Milwaukee, WI • On-site

$24 - $26/hr

Full-time

Re-posted 4 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.

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