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Insurance Sales Associate 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

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 ...

Bering & Associate's

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Insurance - Executive Service Support

Wauwatosa, WI · On-site

$42K - $80K/yr

Represent Bering & Associates professionally within the community Qualifications * 2+ years of sales experience preferred (insurance sales strongly preferred) * American Family Insurance systems ...

Fuel Powersports

Sales Associate

West Bend, WI · On-site

$13.75 - $18.50/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Fuel Powersports

Sales Associate

West Bend, WI

$14.25 - $19.25/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Fuel Powersports

Sales Associate

West Bend, WI

$13.75 - $18.50/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Fuel Powersports

Sales Associate

West Bend, WI · On-site

$13.75 - $18.50/hr

As a Sales Associate, you will play a vital role in delivering exceptional service to our customers ... Health, Dental, Vision & Life Insurance. * 2 weeks paid vacation upon hire. * 401(k) with company ...

Express

Sales Associate

Wauwatosa, WI · On-site

$13.75 - $18.75/hr

Store Name Mayfair Responsibilities Express is seeking a Retail Sales Associate to join our team ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Brookfield, WI · On-site

$13.25 - $18/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Brookfield, WI · On-site

$13.25 - $18/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Wauwatosa, WI · On-site

$13.75 - $18.75/hr

Store Name Mayfair Responsibilities Express is seeking a Retail Sales Associate to join our team ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Brookfield, WI · On-site

$13.25 - $18/hr

Store Name Brookfield Center Responsibilities Express is seeking a Retail Sales Associate to join ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express & Bonobos

Sales Associate

Wauwatosa, WI

$13.50 - $18.50/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express & Bonobos

Sales Associate

Brookfield, WI

$13.25 - $18/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Brookfield, WI · On-site

$13.25 - $18/hr

Store Name Brookfield Center Responsibilities Express is seeking a Retail Sales Associate to join ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Wauwatosa, WI · On-site

$13.75 - $18.75/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Wauwatosa, WI · On-site

$13.50 - $18.50/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express

Sales Associate

Wauwatosa, WI · On-site

$13.75 - $18.75/hr

Store Name Mayfair Responsibilities Express is seeking a Retail Sales Associate to join our team ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express & Bonobos

Sales Associate

Wauwatosa, WI

$13.50 - $18.50/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

Express & Bonobos

Sales Associate

Brookfield, WI

$13.25 - $18/hr

The Sales Associate is responsible for providing a great in-store shopping experience for our ... individual insurance coverage that best fits their needs and budget, including major medical ...

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All JobsInsurance Sales Associate JobsInsurance Sales Associate Jobs in Milwaukee, WI

Insurance Sales Associate information

See Milwaukee, WI salary details

$19.1K

$65.9K

$141.3K

How much do insurance sales associate jobs pay per year?

As of May 28, 2026, the average yearly pay for insurance sales associate in Milwaukee, WI is $65,939.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,400.00 and $82,500.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Insurance Sales Associate, and why are they important?

To thrive as an Insurance Sales Associate, you need strong sales skills, product knowledge, and often a state insurance license. Familiarity with CRM software, quoting tools, and underwriting systems is typically required. Outstanding communication, active listening, and relationship-building abilities help you connect with clients and close sales. These skills are essential for meeting sales targets, ensuring customer satisfaction, and complying with industry regulations.

What are some common challenges faced by Insurance Sales Associates, and how can they be overcome?

Insurance Sales Associates often encounter challenges such as building a steady client base, handling rejections, and keeping up with changing insurance products. Success in this role requires persistence, strong interpersonal skills, and continuous learning. Many associates find it helpful to develop effective networking strategies, leverage CRM tools, and participate in ongoing training offered by their agency or company. Collaboration with experienced team members and seeking mentorship can also provide valuable support and insight.

What does an Insurance Sales Associate do?

An Insurance Sales Associate helps clients understand and purchase insurance policies that best fit their needs, such as auto, home, health, or life insurance. They explain policy options, answer questions, and process applications. Additionally, they may follow up with clients to review coverage and assist with claims or policy updates. Their role combines customer service, product knowledge, and sales skills to build lasting client relationships.

What is the difference between Insurance Sales Associate vs Insurance Agent?

AspectInsurance Sales AssociateInsurance Agent
CredentialsTypically requires a license, sometimes a certification depending on stateRequires a state license to sell insurance products
Work EnvironmentOften works in insurance offices, call centers, or retail locationsWorks independently or with agencies, meeting clients in person or remotely
Employer & Industry UsageEmployed by insurance companies or agencies, focusing on sales supportRepresents insurance companies or agencies, selling policies directly to clients
Common Search & ComparisonOften compared for entry-level roles or sales positions in insuranceCompared for licensed professionals selling insurance policies

In summary, Insurance Sales Associates typically support sales efforts and may require licensing, but their role is more focused on assisting and customer service. Insurance Agents are licensed professionals who directly sell insurance policies and represent insurance companies or agencies. Both roles are essential in the insurance industry but differ mainly in responsibilities and licensing requirements.

What are the most commonly searched types of Insurance Sales jobs in Milwaukee, WI? The most popular types of Insurance Sales jobs in Milwaukee, WI are:
What are popular job titles related to Insurance Sales Associate jobs in Milwaukee, WI? For Insurance Sales Associate jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Insurance Sales Associate jobs in Milwaukee, WI look for? The top searched job categories for Insurance Sales Associate jobs in Milwaukee, WI are:
Insurance Sales Associate jobs near you
Remote Insurance Sales Associate

Remote Insurance Sales Associate

Globe Life American Income Division

Milwaukee, WI • Remote

$50K - $120K/yr

Full-time

Medical, Dental, Life

Posted 24 days ago

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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