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Sales Agent Jobs in Wisconsin (NOW HIRING)

HSA Bank

Insurance Sales Agent

Milwaukee, WI · Remote

$24 - $26/hr

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 ...

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Sales Agent information

See Wisconsin salary details

$19.7K

$75.4K

$154.9K

How much do sales agent jobs pay per year?

As of Aug 13, 2026, the average yearly pay for sales agent in Wisconsin is $75,387.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,300.00 and $95,900.00 per year, depending on experience, location, and employer.

What are some common challenges sales agents face when trying to meet their targets?

Sales Agents often encounter challenges such as handling rejection from prospective clients, keeping up with changing product knowledge, and managing time effectively between prospecting and closing deals. Additionally, they may face intense competition and fluctuating market demand, which can impact their ability to consistently meet sales quotas. Building strong client relationships and staying motivated are key strategies for overcoming these challenges and achieving long-term success.

What is a sales agent?

Sales Agents are professionals who act as intermediaries between companies and potential customers, promoting and selling products or services. They identify prospective clients, explain product features, negotiate prices, and close sales to meet or exceed targets. Sales Agents often work in various industries, including real estate, insurance, and wholesale, and may operate independently or as part of a company’s sales team. Their role is essential in driving business growth and building strong customer relationships.

How much do sales agents get paid?

Sales agents typically earn a base salary plus commissions based on sales performance. The average annual pay ranges from $30,000 to $70,000, with top performers earning higher amounts depending on the industry and experience. Compensation can also include bonuses and incentives.

What is the difference between Sales Agent vs Sales Representative?

AspectSales AgentSales Representative
CredentialsHigh school diploma or equivalent; sales certificationsHigh school diploma; sales training often provided
Work EnvironmentIndependent or agency-based; client-facingCompany-employed; retail or B2B settings
Industry UsageUsed across insurance, real estate, and wholesaleCommon in retail, manufacturing, and services
Job FocusSelling products/services on behalf of clients or agenciesSelling company products/services directly to customers

Sales Agents and Sales Representatives both focus on selling, but Sales Agents often work independently or for agencies, representing multiple clients, while Sales Representatives are typically employed directly by a company to sell its products or services. Understanding these differences helps job seekers identify roles that match their skills and career goals.

What are the key skills and qualifications needed to thrive as a sales agent, and why are they important?

To thrive as a Sales Agent, you need strong communication, negotiation, and customer service skills, often supported by a high school diploma or relevant sales experience. Familiarity with CRM software, point-of-sale systems, and basic data analysis tools is typically required. Outstanding interpersonal skills, resilience, and a persuasive attitude help top performers build lasting client relationships and exceed sales targets. These skills and qualities are crucial for driving revenue, retaining customers, and succeeding in a competitive sales environment.

What qualifications do you need to be a sales agent?

To become a sales agent, candidates typically need a high school diploma or equivalent, strong communication and interpersonal skills, and sometimes sales experience or knowledge of the industry. Some roles may require a valid driver's license or specific certifications, depending on the sales environment. Having proficiency with customer relationship management (CRM) tools can also be beneficial.
More about Sales Agent jobs

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Sales Agent jobs near you
Infographic showing various Sales Agent job openings in Wisconsin as of August 2026, with employment types broken down into 82% Full Time, 17% Part Time, and 1% Contract. Highlights an 82% Physical, 1% Hybrid, and 17% Remote job distribution, with an average salary of $75,387 per year, or $36.2 per hour.

Health Insurance Sales Agent - Contract - $20/hr

Gallagher

Appleton, WI • Remote

$20/hr

Full-time

Medical

Re-posted 26 days ago

Arthur J. Gallagher & Co. rating

7.6

Company rating: 7.6 out of 10

Based on 93 frontline employees who took The Breakroom Quiz

210th of 306 rated insurance

Job description

Introduction
Welcome to Gallagher - a global community of people who bring bold ideas, deep expertise, and a shared commitment to doing what’s right. We help clients navigate complexity with confidence by empowering businesses, communities, and individuals to thrive. At Gallagher, you’ll find more than a job; you’ll find a culture built on trust, driven by collaboration, and sustained by the belief that we’re better together. Whether you join us in a client-facing role or as part of our brokerage division, our benefits and HR consulting division, or our corporate team, you’ll have the opportunity to grow your career, make an impact, and be part of something bigger. Experience a workplace where you’re encouraged to be yourself, supported to succeed, and inspired to keep learning. That’s what it means to live The Gallagher Way.

Overview

Are you an experienced sales person with a L&H License? If so, then our Health Insurance Sales Agent role is for you!

Position Summary:

We are looking to bring on dedicated, driven individuals to join our team that sells Individual/Family Health plans through ACA (Affordable Care Act).

  • $20/hr plus bonuses 
  • 100% fully remote. Equipment provided.
  • Work Schedule: M - F with some weekends required during peak periods. (Hours will vary after training depending on need)
  • Ideal candidate is someone with any type of sales experience and an insurance license in Life/Health.

How you'll make an impact
  • Manage inbound calls from individuals inquiring about ACA individual and/or family health plans.
  • Identify clients’ needs and match solutions to those needs.
  • Provide quotes using our sales systems and carrier quoting tools.
  • Provide excellent customer service to include a positive relationship between prospective members and Gallagher.

About You

Required:

  • Minimum high school diploma or 1-2 years related experience.

Qualifications:

  • High School Diploma or Equivalent.
  • Must have an Active Accident/Health Insurance License in your state of residency.
  • Ability to get appointed as a licensed sales agent by multiple insurance carriers or released if already appointed. (UHC, CIGNA, OSCAR, BRIGHT, Golden Rule, Surebridge, Optimed, Pivot Health, National General, etc).
  • Demonstrates proficiency with Sales systems.
  • Effective verbal and written communication skills.

#Contingent


Compensation and benefits

At Gallagher, we believe supporting our colleagues goes far beyond the role itself. For more information, visit our Benefits page.

  • Competitive compensation
  • Comprehensive benefits programs designed to support your well-being 
  • Career development opportunities and ongoing learning 
  • A collaborative, people-first culture with accessible leadership 
  • The opportunity to do meaningful work with global reach and local impact 

At Gallagher, we are dedicated to building an inclusive and authentic workplace. If your past experience doesn’t align perfectly, we encourage you to join our Talent Community to stay connected to additional career opportunities. At times, we will consider transferable skills from previous roles.

Gallagher is an affirmative action/equal opportunity employer (Minorities/Females/Veterans/Disabled)

Qualifications:

Required:

  • Minimum high school diploma or 1-2 years related experience.

Qualifications:

  • High School Diploma or Equivalent.
  • Must have an Active Accident/Health Insurance License in your state of residency.
  • Ability to get appointed as a licensed sales agent by multiple insurance carriers or released if already appointed. (UHC, CIGNA, OSCAR, BRIGHT, Golden Rule, Surebridge, Optimed, Pivot Health, National General, etc).
  • Demonstrates proficiency with Sales systems.
  • Effective verbal and written communication skills.

#Contingent

Education:UNAVAILABLEEmployment Type: FULL_TIME

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