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

HMG Careers

Remote Sales Manager

Madison, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Lone Star Careers

Remote Sales Specialist

Madison, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Lone Star Careers

Remote Sales Agent

Madison, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Lone Star Careers

Remote Sales Executive

Madison, WI · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Edgerton, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Columbus, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Black Earth, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Stoughton, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Fitchburg, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Fall River, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Blue Mounds, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Madison, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Monona, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Arena, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Lake Mills, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Monticello, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Reeseville, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

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Remote Sales Assistant information

See Madison, WI salary details

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How much do remote sales assistant jobs pay per hour?

As of Aug 14, 2026, the average hourly pay for remote sales assistant in Madison, WI is $21.36, according to ZipRecruiter salary data. Most workers in this role earn between $18.17 and $23.75 per hour, depending on experience, location, and employer.

What is a remote sales assistant?

Remote sales assistants are professionals who support sales teams and processes from a remote location, usually working from home or another offsite environment. Their responsibilities often include managing customer communications, processing orders, scheduling appointments, updating customer records, and assisting with lead generation. They use digital tools such as CRM systems, email, and video conferencing to interact with clients and sales staff. This role allows companies to access talent from different locations and provides employees with flexible work arrangements.

How do remote sales assistants typically collaborate with sales teams and clients while working off-site?

Remote Sales Assistants frequently use digital tools such as CRM software, email, video conferencing, and instant messaging platforms to maintain seamless communication with both internal sales teams and external clients. They often participate in virtual meetings, provide real-time updates on leads and sales progress, and coordinate follow-ups or documentation. Building strong relationships remotely requires proactive communication, effective time management, and responsiveness, as well as familiarity with collaborative technologies. This remote structure allows for flexibility but also demands self-motivation and the ability to work independently while remaining aligned with team goals.

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

To thrive as a Remote Sales Assistant, you need strong communication skills, customer service experience, and a basic understanding of sales principles, often supported by a high school diploma or equivalent. Familiarity with CRM software, email platforms, and virtual meeting tools is typically required for managing leads and client interactions effectively. Proactive problem-solving, time management, and adaptability are standout soft skills in this role. These abilities ensure efficient remote collaboration, high customer satisfaction, and successful sales support in a virtual environment.

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

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

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

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

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

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

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

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

Remote Sales Assistant jobs near you
Infographic showing various Remote Sales Assistant job openings in Madison, WI as of August 2026, with employment types broken down into 71% Full Time, 28% Part Time, and 1% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $44,434 per year, or $21.4 per hour.

Remote Sales Manager

HMG Careers

Madison, WI • Remote

$69K/yr

Full-time

Re-posted 2 days ago

Job description

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 remotely, serving clients by providing guidance and protection solutions for individuals and families.

What We Offer

  • Remote, work-from-home career
  • Average first-year earnings of $69K through commissions and bonuses
  • Increased earning potential in later years through performance and renewals
  • Residual income opportunities through client renewals
  • Unionized position with stock options
  • Comprehensive benefits package including medical, dental, and prescription coverage
  • Ongoing training and mentorship from experienced managers
  • High-quality leads provided with no cold calling friends or family
  • Flexible scheduling within a career-focused structure
  • Advancement and recognition opportunities with promotion from within
  • Supportive and collaborative virtual team environment

Qualities We Value

  • Willingness to learn and be coached through structured training
  • Friendly, outgoing, and professional communication style
  • Genuine desire to help others by providing guidance and solutions
  • Strong verbal communication and relationship-building skills
  • Sales or customer service experience is helpful but not required

Qualifications

  • Laptop or desktop computer with a working camera
  • Insurance license required or willingness to obtain one
  • Basic computer skills
  • Must reside in North America including the United States or Canada
  • We do not hire candidates residing outside North America

Responsibilities

  • Contact provided leads to schedule virtual meetings with clients
  • Present benefit programs and assist clients with enrollment
  • Build and maintain strong client relationships
  • Work closely with your manager to set goals and achieve them