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Remote Advertising Sales Jobs in Wisconsin (NOW HIRING)

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 ...

$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 ...

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 ...

Sales Representative Remote

WI ยท 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 ...

Sales Representative Remote

WI ยท 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 ...

Sales Representative Remote

WI ยท 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 ...

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 ...

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 ...

$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 ...

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 ...

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 ...

Inside Sales Representative (REMOTE)

Madison, WI ยท On-site +1

$33.65 - $43.27/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

This position reports to the Manager, Inside Sales and is part of the North American Sales Team located in Fargo, ND and will be a fully remote role. In this role, you will have the opportunity to:

Inside Sales Representative (REMOTE)

Madison, WI ยท On-site +1

$33.65 - $43.27/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

This position reports to the Manager, Inside Sales and is part of the North American Sales Team located in Fargo, ND and will be a fully remote role. In this role, you will have the opportunity to:

Showing results 21-40

Remote Advertising Sales information

See Wisconsin salary details

$52.5K

$84.1K

$99.9K

How much do remote advertising sales jobs pay per year?

As of Aug 16, 2026, the average yearly pay for remote advertising sales in Wisconsin is $84,092.00, according to ZipRecruiter salary data. Most workers in this role earn between $75,700.00 and $92,900.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in remote advertising sales?

To thrive as a Remote Advertising Sales professional, you need a solid understanding of advertising principles, sales strategies, digital marketing, and experience in outbound sales or account management. Familiarity with CRM software (such as Salesforce or HubSpot), online advertising platforms, and data analytics tools is highly valued in this field. Exceptional communication, self-motivation, and strong organization skills help individuals excel in a remote, client-facing environment. These abilities are crucial for consistently reaching sales targets, building trust with clients, and efficiently managing a sales pipeline from a remote location.

What are some common challenges faced in remote advertising sales, and how can they be addressed?

A common challenge in remote advertising sales is building and maintaining strong relationships with clients without in-person interaction. To overcome this, successful professionals leverage video conferencing, personalized email outreach, and regular check-ins to foster trust and engage clients. Another hurdle can be staying organized and motivated without the structure of a physical office, so it's important to use CRM tools, set clear daily goals, and participate actively in virtual team meetings. With dedication and the right strategies, many remote sales professionals find they can develop strong client partnerships and achieve impressive results from anywhere.

What is a remote advertising sales?

A Remote Advertising Sales job involves selling advertising space or digital ad services to businesses while working from a remote location. Sales professionals in this role identify potential clients, build relationships, and develop advertising solutions that meet client needs. They may work with digital, print, TV, or social media ads, depending on the company. Strong communication and negotiation skills are essential, as well as knowledge of marketing trends and ad platforms. This role often includes meeting sales targets, managing client accounts, and staying updated on industry developments.

What are the most commonly searched types of Advertising Sales jobs in Wisconsin?

The most popular types of Advertising Sales jobs in Wisconsin are:

What job categories do people searching Remote Advertising Sales jobs in Wisconsin look for?

The top searched job categories for Remote Advertising Sales jobs in Wisconsin are:

What cities in Wisconsin are hiring for Remote Advertising Sales jobs?

Cities in Wisconsin with the most Remote Advertising Sales job openings:

Infographic showing various Remote Advertising Sales job openings in Wisconsin as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $84,092 per year, or $40.4 per hour.

Sales Representative Remote

HMG Careers

Whitefish Bay, WI โ€ข Remote

$69K/yr

Full-time

Re-posted 4 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