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Remote Union Jobs in Milwaukee, WI (NOW HIRING)

Globe Life American Income Division

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Remote Insurance Sales Associate

Milwaukee, WI · Remote

$50K - $120K/yr

  • Medical

  • Dental

  • Life

We have over 30,000 trusted relationships with unions, associations, recreational organizations, and credit unions. It is the responsibility of our Remote Associates to communicate with our clients ...

HMG Careers

Sales Coordinator Remote

Port Washington, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Coordinator Remote

Vernon, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

Lone Star Careers

Remote Sales Executive

Milwaukee, WI · Remote

$69K - $150K/yr

  • Medical

  • Dental

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Consultant Remote

Hales Corners, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Coordinator Remote

Wind Lake, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

Lone Star Careers

Remote Insurance Agent

Milwaukee, WI · Remote

$69K - $150K/yr

  • Medical

  • Dental

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Consultant Remote

Lannon, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Representative Remote

Racine, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Consultant Remote

Saukville, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Remote Sales Manager

Milwaukee, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Representative Remote

Waukesha, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Consultant Remote

Muskego, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Coordinator Remote

Kewaskum, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Consultant Remote

North Prairie, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Coordinator Remote

Waterford, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Remote Sales Representative

Salem, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Remote Sales Representative

Eagle, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Sales Consultant Remote

Bayside, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

HMG Careers

Remote Sales Representative

Oconomowoc, WI · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Unionized position with stock options * Comprehensive benefits package including medical, dental ...

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Remote Union information

See Milwaukee, WI salary details

$15

$27

$37

How much do remote union jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for remote union in Milwaukee, WI is $27.27, according to ZipRecruiter salary data. Most workers in this role earn between $21.30 and $32.69 per hour, depending on experience, location, and employer.

What is a remote union?

A Remote Union job is a position that allows employees to work from a location outside of a traditional office while still being part of a labor union. These jobs provide the benefits of union representation, such as collective bargaining, job security, and workplace protections, while offering the flexibility of remote work. Industries like media, customer service, education, and tech often have Remote Union positions. Employees in these roles must still adhere to union agreements, including wage standards and working conditions.

What are the key skills and qualifications needed to thrive in the remote union position, and why are they important?

To thrive as a Remote Union Representative, you need extensive knowledge of labor laws, collective bargaining, and worker advocacy, usually backed by experience in union work or labor relations. Familiarity with digital collaboration tools like Slack, Zoom, and document management systems is essential for remote communications and negotiations. Exceptional interpersonal, negotiation, and problem-solving skills set outstanding representatives apart in virtual environments. These competencies ensure effective representation of members' interests, seamless remote operations, and strong union solidarity despite geographic distance.

What are the common challenges faced by remote union representatives, and how do they overcome them?

Remote Union Representatives often face challenges related to building trust and rapport with members without face-to-face interaction, coordinating across different time zones, and managing sensitive negotiations via virtual platforms. To overcome these obstacles, they rely on strong digital communication skills, proactive outreach, and frequent virtual meetings to maintain engagement and address concerns promptly. Utilizing secure, user-friendly technology helps streamline negotiations and information sharing. Team collaboration, ongoing training, and adaptability are essential for thriving and supporting union members effectively in a fully remote setting.

What are the most commonly searched types of Union jobs in Milwaukee, WI?

The most popular types of Union jobs in Milwaukee, WI are:

What are popular job titles related to Remote Union jobs in Milwaukee, WI?

For Remote Union jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Remote Union jobs in Milwaukee, WI look for?

The top searched job categories for Remote Union jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Remote Union jobs?

Cities near Milwaukee, WI with the most Remote Union job openings:

Remote Union jobs near you
Infographic showing various Remote Union job openings in Milwaukee, WI as of August 2026, with employment types broken down into 82% Full Time, 9% Part Time, and 9% Contract. Highlights an 100% Remote job distribution, with an average salary of $56,713 per year, or $27.3 per hour.

Remote Insurance Sales Associate

Globe Life American Income Division

Milwaukee, WI • Remote

$50K - $120K/yr

Full-time

Medical, Dental, Life

Re-posted 17 days ago

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After you apply to this job, you can share why you’re interested to jump to the top of the candidate list.

Job description

Seeking fast-paced individuals looking for a full-time position in a structured remote work environment with a suggested schedule that demands 35 hours plus a week.

Do you have a serving attitude and love helping families? Are you seeking an amazing 100% remote position? Globe Life, The American Income Life Division is an international company dedicated to providing life and health supplemental insurance benefits to working-class families in the United States, Canada, and New Zealand. We are currently seeking a Remote Associate to join our team! Please note that we can only hire individuals residing in our specific territory which includes CO, NE, OK, KS, TX, FL, OH, AR, MI, & WI.

Globe Life, The American Income Life Division:

Established in 1951, we have a strong history of serving working-class families with customized benefit programs. We have over 30,000 trusted relationships with unions, associations, recreational organizations, and credit unions. It is the responsibility of our Remote Associates to communicate with our clients over the phone and to assist them over Zoom to enroll them into the benefits programs that they select to purchase to protect their families. Join a recession-proof industry with high financial rewards and the opportunity for personal growth. Enjoy monthly lifetime renewals and ownership in the company, rewarding your long-term dedication.

Requirements for the Position:

  • Must have a cell phone & computer or laptop with a camera that operates on the Windows system.
  • Familiarity with the Zoom platform and high-speed internet access to support video conferencing.
  • Life Insurance License (Out-of-pocket license fees will apply to candidates if offered the position).
  • Ability to build rapport with clients and demonstrate strong negotiation skills.
  • High School Diploma or GED and pass a background check.

Position Details:

  • Remote, work-from-home position, responsibilities include working over the phone and Zoom to assist the clients with enrolling into their benefits.
  • "Commission Only" weekly income structure with an opportunity for a weekly bonus.
  • Full-time position as a Remote Insurance Sales Associate.
  • Associates use a needs-based benefit analysis program to complete applications for our clients which is part of the life insurance sales process.
  • Appointment-based work model.

Opportunities for Growth:

  • Manager training program available for individuals interested in leadership roles.
  • We are having amazing growth in 2026 and have the urgency to fill leadership positions.
  • We value quality and are dedicated to selecting the right candidates for long-term success.

Why Choose Us?

  • Comprehensive training is provided to equip you with the necessary skills and knowledge.
  • Join a team with a fun, energetic, and positive culture.
  • Embark on all-expenses-paid yearly office trips to exciting and exotic locations, creating unforgettable experiences (past locations include Puerto Rico, Cancun, Disney, Vegas, Bahamas, Miami, and Hawaii).

Ready to make a meaningful difference in the lives of working families? Apply now to learn more about what we do and how you can be a part of our dedicated team!

About the Hiring Manager:

Josh Goodman RGA

Company Description

Globe Life/American Income Division