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Remote Sales Representative Jobs in Madison, WI (NOW HIRING)

HMG Careers

Remote Sales Representative

Edgerton, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Fitchburg, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Columbus, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Black Earth, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Stoughton, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Reeseville, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Milton, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Madison, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Fall River, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Blue Mounds, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Monona, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Lake Mills, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Arena, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

HMG Careers

Remote Sales Representative

Monticello, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work ...

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Showing results 1-20

All JobsSales Representative JobsRemote Sales Representative JobsRemote Sales Representative Jobs in Madison, WI

Remote Sales Representative information

See Madison, WI salary details

$23.2K

$77.3K

$142.6K

How much do remote sales representative jobs pay per year?

As of Aug 19, 2026, the average yearly pay for remote sales representative in Madison, WI is $77,266.00, according to ZipRecruiter salary data. Most workers in this role earn between $53,900.00 and $93,700.00 per year, depending on experience, location, and employer.

What is a remote sales representative?

A Remote Sales Representative is a sales professional who works from a location outside of a traditional office, often from home or another remote setting. They are responsible for reaching out to potential customers, presenting products or services, and closing sales, primarily through phone calls, emails, and virtual meetings. This role requires strong communication skills, self-motivation, and the ability to work independently while meeting sales targets. Remote sales representatives often use digital tools and CRM software to manage leads and track sales activities. The flexibility of this job allows companies to tap into a wider talent pool and enables employees to work from virtually anywhere.

What does a remote sales representative do?

Remote sales representatives communicate with customers on a regular basis to sell one product or multiple services via phone calls. These professionals do the same job as regular sales reps but with the option of making commission and performing responsibilities from home. As a remote sales rep, you take the initiative to locate and contact the customer, using persuasive techniques and your excellent interpersonal skills to negotiate and secure sales. You focus on developing each client relationship to foster opportunities for future business. In this role, you also establish sales targets and outcomes, setting deadlines and coordinating sales efforts among team members.

What are the key skills and qualifications needed to thrive as a remote sales representative?

To thrive as a Remote Sales Representative, you need strong sales acumen, product knowledge, and typically a background in business or communications. Familiarity with CRM software like Salesforce, video conferencing tools, and digital communication platforms is essential. Outstanding self-motivation, resilience, and effective virtual communication skills distinguish top performers in this remote environment. These abilities are vital for building client relationships, meeting sales targets, and maintaining productivity outside a traditional office setting.

What are some common challenges faced by remote sales representatives, and how can they be effectively managed?

Remote Sales Representatives often encounter challenges such as building rapport with clients without face-to-face interaction, staying motivated while working independently, and managing time across different time zones. To overcome these obstacles, it's important to leverage video calls and personalized communication tools, establish a structured daily routine, and use CRM software to keep track of leads and follow-ups. Regular virtual team meetings and ongoing training can also foster a sense of connection and ensure alignment with team goals.

Can a remote sales representative work remotely?

Yes, a remote sales representative typically works remotely, using digital communication tools like email, phone, and video conferencing to connect with clients and manage sales activities. The role often requires self-motivation, strong communication skills, and familiarity with customer relationship management (CRM) software. Many companies offer flexible schedules for remote sales positions, but specific requirements may vary by employer.
More about Remote Sales Representative jobs

What are the most commonly searched types of Sales Representative jobs in Madison, WI?

The most popular types of Sales Representative jobs in Madison, WI are:

What are popular job titles related to Remote Sales Representative jobs in Madison, WI?

For Remote Sales Representative jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Remote Sales Representative jobs in Madison, WI look for?

The top searched job categories for Remote Sales Representative jobs in Madison, WI are:

What cities near Madison, WI are hiring for Remote Sales Representative jobs?

Cities near Madison, WI with the most Remote Sales Representative job openings:

Remote Sales Representative jobs near you
Infographic showing various Remote Sales Representative job openings in Madison, WI as of August 2026, with employment types broken down into 74% Full Time, 22% Part Time, and 4% Contract. Highlights an 100% Remote job distribution, with an average salary of $77,266 per year, or $37.1 per hour.

Remote Sales Representative - Entry Level - Part-Time or Full-Time

The Busick Agency

Madison, WI • On-site, Remote

Part-time

Re-posted 12 days ago

Job description

The Busick Agency is looking for remote sales representatives to become a part of our team to run appointments for mortgage protection, life insurance, final expense, retirement protection, annuities, and debt-free living.
This is a commission-based sales position. Promotions are purely based on personal performance and not corporate politics.
What We Do:
We help individuals find the most viable solutions for their needs and budget.
What We Don't Do:
We don't cold call, prospect, or harass our family and friends.
Qualifications:
  • Ability to obtain life/health insurance license in your respective state (license not required for interview)
  • High school diploma or equivalent
  • Strong communication skills
  • Organized
  • Self-motivated
  • Proactive in problem-solving

FAQ:
  • Nationwide company (work in your area)
  • 100% remote work
  • Part-Time & Full-Time positions available

Apply