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Remote Sales Rep ~ Jobs in Madison, WI (NOW HIRING)

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

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

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

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

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

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

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

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

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 ...

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 ...

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Showing results 1-20

All JobsSales Rep ~ JobsRemote Sales Rep ~ JobsRemote Sales Rep ~ Jobs in Madison, WI

Remote Sales Rep information

See Madison, WI salary details

$23.2K

$77.3K

$142.6K

How much do remote sales rep ~ jobs pay per year?

As of Aug 19, 2026, the average yearly pay for remote sales rep ~ 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 rep ~?

A Remote Sales Rep is responsible for selling products or services while working outside of a traditional office setting, usually from home. The job involves reaching out to potential customers, building relationships, and closing sales through phone calls, emails, and virtual meetings. Successful remote sales reps must be self-motivated, have strong communication skills, and be comfortable using digital tools to manage leads and track progress. This role often offers flexibility in work hours and location, making it ideal for independent, goal-driven individuals.

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

To thrive as a Remote Sales Rep, you need strong communication, negotiation, and customer relationship management skills, often supported by a background in sales or business and a proven track record of meeting targets. Familiarity with CRM platforms like Salesforce or HubSpot, as well as proficiency in video conferencing and email outreach tools, is typically required. Exceptional self-motivation, time management, and problem-solving abilities help individuals excel in this remote environment. These skills are crucial for building client trust, closing deals, and consistently achieving sales goals while working independently.

What are some common challenges faced by remote sales reps ~, and how can they be addressed?

One common challenge for Remote Sales Reps is maintaining consistent communication and engagement with prospects and clients without the benefit of in-person meetings. Staying motivated and organized while working independently can also be demanding, as there are fewer immediate touchpoints with managers or team members. To address these challenges, it's important to establish a structured daily routine, leverage collaborative tools for regular check-ins, and actively participate in virtual team meetings. Successful reps also set clear goals for themselves and use CRM systems to track and nurture leads efficiently.

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. Many companies offer flexible or fully remote positions for sales roles, provided the employee has a suitable home office setup and strong communication skills.

How much do remote sales representatives make?

Remote sales representatives typically earn an average annual salary ranging from $40,000 to $70,000, with top performers earning over $100,000 including commissions and bonuses. Compensation often depends on experience, industry, sales skills, and the company's commission structure.

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

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

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

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

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

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

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

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

Remote Sales Rep jobs near you
Infographic showing various Remote Sales Rep ~ job openings in Madison, WI as of August 2026, with employment types broken down into 86% Full Time, and 14% 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