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Remote 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 ... In addition, this position is eligible for incentive compensation. #LI-BY1 #LI-REMOTE Webster ...

The Semler Agency

Work From Home Sales

Madison, WI · On-site +1

We are currently hiring for a remote sales position with a structured training program . This role ... No agent's success, earnings, or production results should be viewed as typical, average or ...

The Semler Agency

Work From Home Sales

Appleton, WI · On-site +1

We are currently hiring for a remote sales position with a structured training program . This role ... No agent's success, earnings, or production results should be viewed as typical, average or ...

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All JobsSales Agent JobsRemote Sales Agent JobsRemote Sales Agent Jobs in Wisconsin

Remote Sales Agent information

See Wisconsin salary details

$19.7K

$75.4K

$154.9K

How much do remote sales agent jobs pay per year?

As of Aug 11, 2026, the average yearly pay for remote 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 is the difference between Remote Sales Agent vs Inside Sales Representative?

AspectRemote Sales AgentInside Sales Representative
CredentialsSales experience, communication skillsSales experience, communication skills
Work EnvironmentRemote, home-basedOffice or remote, depending on company
Industry UsageCommon in tele-sales, online salesCommon in B2B, B2C sales
Primary FocusGenerating leads, closing sales remotelyManaging client accounts, closing sales

Remote Sales Agents and Inside Sales Representatives both focus on sales roles that can often be performed remotely, requiring strong communication skills and sales experience. While Remote Sales Agents primarily focus on lead generation and closing sales from home, Inside Sales Representatives may work in-office or remotely, handling client accounts and sales within a company. Both roles are vital in sales industries and often overlap in skills and responsibilities, but their specific functions and work environments can differ based on employer needs.

How do remote sales agents typically stay connected and collaborate with their sales teams?

Remote Sales Agents usually rely on a variety of digital tools to stay connected and collaborate with their teams, such as CRM software, video conferencing platforms, and instant messaging apps. Regular virtual meetings and sales huddles help maintain alignment on goals and strategies, while shared dashboards allow everyone to track progress in real time. Building strong communication habits is key to overcoming the challenges of remote work and ensuring all team members are supported and informed.

What is a remote sales agent?

Remote Sales Agents are professionals who sell products or services on behalf of a company while working from a location outside of a traditional office, often from home. They use phone calls, emails, video conferencing, and other digital tools to connect with potential and existing customers. Their main responsibilities include reaching out to leads, following up on inquiries, closing sales, and maintaining customer relationships. Working remotely allows them flexibility, but also requires strong communication and self-motivation skills.

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

To thrive as a Remote Sales Agent, you need strong sales acumen, product knowledge, and a track record of meeting sales targets, often supported by a relevant degree or sales experience. Familiarity with CRM software, virtual communication tools, and online sales platforms is typically required. Exceptional communication, self-motivation, and resilience are vital soft skills for excelling in remote sales environments. These skills and qualities are crucial for building customer relationships, consistently achieving sales goals, and adapting to the unique challenges of remote work.
What are the most commonly searched types of Sales Agent jobs in Wisconsin? The most popular types of Sales Agent jobs in Wisconsin are:
What are popular job titles related to Remote Sales Agent jobs in Wisconsin? For Remote Sales Agent jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Remote Sales Agent jobs in Wisconsin look for? The top searched job categories for Remote Sales Agent jobs in Wisconsin are:
What cities in Wisconsin are hiring for Remote Sales Agent jobs? Cities in Wisconsin with the most Remote Sales Agent job openings:
Remote Sales Agent jobs near you
Infographic showing various Remote Sales Agent job openings in Wisconsin as of August 2026, with employment types broken down into 77% Full Time, 22% Part Time, and 1% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% 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 24 days ago

Arthur J. Gallagher & Co. rating

7.7

Company rating: 7.7 out of 10

Based on 92 frontline employees who took The Breakroom Quiz

200th of 304 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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