Independent Contractor Life Insurance Agent Jobs in Madison, WI

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 We’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 $75,000–$150,000+ annually, with top performers having the ability to exceed that based on production.

Interested in learning more?

If this resonates with you, we’d love to have a conversation. Apply now to get started.

No agent’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.