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Life Insurance Jobs in Milwaukee, WI (NOW HIRING)

Life Insurance Agent

Milwaukee, WI ยท On-site +1

$30K - $160K/yr

As a Life Insurance Agent with The McCrimmon Agency, you will: * Meet virtually with individuals and families to understand their financial protection needs * Educate clients on available insurance ...

New

Life Insurance Sales Agent

Milwaukee, WI ยท On-site +1

$30K - $160K/yr

Our agents help clients find life insurance solutions that fit their needs while building a flexible, purpose-driven business with access to training, mentorship, technology, and a proven lead system.

Life Insurance Sales Agent

Milwaukee, WI ยท On-site +1

$30K - $160K/yr

S. who say they need life insurance or more of it. The opportunity is now and we need agents to make an impact. No prior experience in sales or insurance is required. Core Responsibilities: * Consult ...

Insurance Agent

Milwaukee, WI ยท On-site +1

$30K - $160K/yr

We are looking for INDEPENDENT LIFE INSURANCE AGENTS who are ready to learn the business, work hard, have fun, and finally earn what you're worth. Work remotely from anywhere, part time or full time, ...

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Showing results 1-20

Life Insurance information

See Milwaukee, WI salary details

$30.1K

$86.8K

$129.6K

How much do life insurance jobs pay per year?

As of Aug 30, 2026, the average yearly pay for life insurance in Milwaukee, WI is $86,815.00, according to ZipRecruiter salary data. Most workers in this role earn between $71,400.00 and $98,500.00 per year, depending on experience, location, and employer.

What is a life insurance job?

A Life Insurance job typically involves selling and managing life insurance policies to help clients secure financial protection for their families. Professionals in this field assess clients' needs, explain policy options, and guide them in selecting the right coverage. They may work as agents, brokers, or underwriters for insurance companies. Strong communication and sales skills are essential in this career.

What are the key skills and qualifications needed to thrive in a life insurance position?

To thrive in life insurance sales, you need a solid understanding of insurance products, financial services, and a relevant licensing certification such as a state-issued life insurance license. Familiarity with customer relationship management (CRM) software, quoting tools, and digital application systems is typically expected. Outstanding interpersonal communication, resilience, and consultative selling are important soft skills in this role. These competencies enable life insurance professionals to effectively build client relationships, navigate complex products, and achieve sales goals in a competitive market.

What are typical career advancement opportunities for someone starting in a life insurance sales role?

Professionals who start in life insurance sales often have multiple career paths available as they gain experience. Many advance to roles such as senior agents, team leaders, or sales managers, where they may oversee other agents or entire teams. Some professionals choose to specialize in areas like estate planning or become independent brokers, expanding the range of products and services they offer. Ongoing professional development, such as obtaining advanced certifications or designations, can also open doors to higher-level opportunities in insurance sales, management, or even regional leadership roles. Companies often provide training and mentorship programs to support this career growth.

Is life insurance a good career?

Life insurance is a viable career option that involves selling policies and providing financial planning services. Success often depends on strong sales skills, industry knowledge, and obtaining relevant licenses such as the Series 6 or 63. It can offer flexible schedules and commission-based income, but requires persistence and client relationship management.

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

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

What job categories do people searching Life Insurance jobs in Milwaukee, WI look for?

The top searched job categories for Life Insurance jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Life Insurance jobs?

Cities near Milwaukee, WI with the most Life Insurance job openings:

Infographic showing various Life Insurance job openings in Milwaukee, WI as of August 2026, with employment types broken down into 82% Full Time, 13% Part Time, and 5% Contract. Highlights an 95% In-person, and 5% Hybrid job distribution, with an average salary of $86,815 per year, or $41.7 per hour.

Life Insurance Agent

Milwaukee, WI โ€ข On-site, Remote

$30K - $160K/yr

Full-time

Posted 2 days ago

New


Job description

The McCrimmon Agency is looking for motivated, coachable people who aspire to building something of their own.

This is a remote, commission-based opportunity for someone who values flexibility, personal growth, mentorship, and the opportunity of a long-term career in the life insurance industry.

We believe a great career is built on a strong foundation, starting with character, work ethic, integrity, coachability, consistency, and a genuine desire to serve others.

What We Do:

We help individuals and families make informed decisions about protecting their:

  • Family and loved ones
  • Income
  • Mortgage and home
  • Retirement and financial future
  • Final expenses
  • Ability to maintain their lifestyle when unexpected events occur

As an independent brokerage, we have access to products from 30+ insurance companies, allowing our agents to help clients find solutions based on their individual needs rather than being limited to one carrier.

No prior insurance experience is required. We provide training, mentorship, licensing guidance, and ongoing coaching to help you develop the knowledge and skills required to build a professional insurance career.

What You'll Do:

As a Life Insurance Agent with The McCrimmon Agency, you will:

  • Meet virtually with individuals and families to understand their financial protection needs
  • Educate clients on available insurance solutions
  • Help clients evaluate options and make informed decisions
  • Develop and manage your own client relationships
  • Participate in training and coaching opportunities
  • Track your activity and results; CRM experience is helpful but not required

Who Weโ€™re Looking For:

We don't recruit based solely on a resume. Some of our strongest candidates may come from completely different industries and backgrounds. More important than your previous job title is who you are and how you work.

We look for people who:

  • Keep their commitments
  • Accept coaching
  • Take responsibility for their results
  • Communicate well
  • Care about people
  • Are willing to learn
  • Can handle rejection and keep moving forward
  • Have the discipline to work independently
  • Want to build something rather than simply find another job

What You Can Expect From Us:

  • Flexibility with your schedule; fully remote and full-time or part-time
  • A schedule built around your business and client needs
  • Structured training and onboarding
  • Licensing guidance (if needed)
  • Proven systems and CRM tools
  • Access to lead-generation resources
  • A supportive, team culture
  • Opportunities for ongoing personal and professional development

Requirements

  • Must reside in the United States
  • Reliable internet, a computer, and a personal phone
  • Willing to obtain a Life & Health Insurance license in your state (if not already licensed)
  • Comfortable with a 100% commission-based compensation structure

Pay:

  • 1099 contractor; commissions only
  • Earnings are not guaranteed and are directly connected to your activity, production, consistency, and ability to build and maintain your business.
  • Many full-time, active agents target $75,000โ€“$150,000+ annually, with top performers having the ability to exceed that based on production.

Interested in learning more?

If this resonates with you, weโ€™d love to have a conversation. Apply now to get started.

No agentโ€™s success, earnings, or production results should be viewed as typical, average, or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the insurance needs of the customers in the geographic areas in which you choose to work.

By submitting this form, you agree to recurring contact from Symmetry Financial Group LLC and its affiliated companies under common control and their insurance agents via text & live, automated, A.I., or prerecorded calls, including for marketing or recruiting purposes. Consent not a condition of purchase.