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Remote Executive Jobs in Wisconsin (NOW HIRING)

Lone Star Careers

Remote Sales Executive

Madison, WI · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Lone Star Careers

Remote Sales Executive

Green Bay, WI · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Lone Star Careers

Sales Executive - Remote

Green Bay, WI · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Lone Star Careers

Sales Executive - Remote

Milwaukee, WI · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Lone Star Careers

Sales Executive - Remote

Madison, WI · Remote

$69K - $150K/yr

  • Medical

  • Dental

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

Polco

Account Executive

Madison, WI · On-site +1

$160K - $200K/yr

  • Medical

  • Dental

  • Vision

  • PTO

Remote work environment * Flexible work hours, 14 company holidays, and generous paid time off To Apply: Apply for the Account Executive position by submitting a resume and your personal information ...

The Digital Ring

Account Executive

Madison, WI · On-site +1

Company Description While this position is remote, we're looking for candidates that live in the U ... Account Executives work closely with clients to align marketing efforts with their business goals ...

The Digital Ring

Account Executive

Madison, WI · Remote

Company Description While this position is remote, we're looking for candidates that live in the U ... Account Executives work closely with clients to align marketing efforts with their business goals ...

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Showing results 21-40

All JobsExecutive JobsRemote Executive JobsRemote Executive Jobs in Wisconsin

Remote Executive information

See Wisconsin salary details

$26.7K

$94.4K

$185.7K

How much do remote executive jobs pay per year?

As of Aug 17, 2026, the average yearly pay for remote executive in Wisconsin is $94,427.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,500.00 and $121,600.00 per year, depending on experience, location, and employer.

What is a remote executive?

A Remote Executive is a high-level professional who manages teams, makes strategic decisions, and oversees operations while working from a remote location. They leverage digital tools to communicate, collaborate, and ensure business goals are met without being physically present in an office. This role requires strong leadership, time management, and adaptability to effectively lead teams across different locations.

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

To excel as a Remote Executive, you need strong leadership abilities, strategic decision-making skills, and a proven track record in executive management, often supported by an advanced degree such as an MBA. Familiarity with collaboration tools like Slack, Zoom, project management platforms, and secure data-sharing systems is highly important. Outstanding communication, emotional intelligence, and self-motivation enable success in driving virtual teams and fostering company culture from a distance. These qualities ensure that the executive can effectively lead, communicate vision, and execute strategies in a remote and dynamic business environment.

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

Remote Executives often face challenges such as maintaining team cohesion, ensuring effective communication across time zones, and building trust without physical presence. Overcoming these hurdles typically involves setting clear expectations, leveraging digital collaboration tools, and conducting regular virtual meetings to stay connected with teams. Establishing transparent communication channels and prioritizing employee engagement are critical to fostering a strong company culture remotely. Proactively addressing these challenges enables Remote Executives to drive organizational success and maintain high-performing distributed teams.

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

The most popular types of Remote jobs in Wisconsin are:

What are popular job titles related to Remote Executive jobs in Wisconsin?

For Remote Executive jobs in Wisconsin, the most frequently searched job titles are:

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

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

What cities in Wisconsin are hiring for Remote Executive jobs?

Cities in Wisconsin with the most Remote Executive job openings:

Remote Executive jobs near you
Infographic showing various Remote Executive job openings in Wisconsin as of August 2026, with employment types broken down into 81% Full Time, 17% Part Time, and 2% Contract. Highlights an 22% In-person, and 78% Remote job distribution, with an average salary of $94,427 per year, or $45.4 per hour.

Remote Sales Executive

Lone Star Careers

Madison, WI • Remote

$69K - $150K/yr

Contractor

Medical, Dental

Re-posted 3 days ago

Job description

Remote Insurance Representative | Flexible Schedule | Commission Only

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