Entry Level Life Insurance Sales Jobs in Wisconsin

Help shape the next generation of successful insurance professionals.

Join us at Rural Mutual Insurance as an Insurance District Sales Manager, where you’ll empower the next generation of insurance professionals. In this strategic role, you’ll coach and develop new agents, helping them build successful careers in the insurance industry. Your expertise in property and casualty or life insurance sales will be pivotal as you mentor agents, foster strong relationships, and guide them towards achieving their full potential. Collaborating with our sales leadership, you’ll focus on preparing both new and existing agents for long-term success through comprehensive coaching, field development, and training.

At Rural Mutual Insurance, you'll join a company that has proudly served Wisconsin communities for more than 90 years. We are committed to developing our employees, investing in leadership, and providing meaningful career opportunities. We offer a comprehensive compensation and benefits package, including medical, dental, vision, a 401(k) with company match, generous paid time off, and ongoing professional development. We have also been recognized as a Madison Magazine Best Places to Work and maintain an A+ AM Best financial strength rating.   

If you're passionate about developing people, building successful sales organizations, and making a lasting impact across Wisconsin, we'd love to hear from you. 

$110,000 - $130,000 annually plus bonuses company vehicle & complete benefit package

Coach and Develop New Agents  

• Serve as the primary point of contact for agents after completion of Rural Mutual's 90-day training program.  

• Conduct joint sales appointments, provide field coaching, and reinforce needs-based selling practices.  

• Guide agents through business development, sales strategies, and professional growth opportunities.  

• Monitor agent progress and provide timely coaching, feedback, and weekly progress reports.  

Deliver Training and Support  

• Facilitate engaging training sessions using both in person and virtual formats.  

• Deliver instruction on sales skills, product knowledge, business development, and company processes.  

• Collaborate with District Sales Managers and business partners to ensure agents successfully transition into field sales.  

• Continuously evaluate and enhance training materials, onboarding programs, and learning experiences.  

Recruit and Build Future Talent  

• Partner with District Sales Managers to identify innovative approaches to recruitment.  

• Represent Rural Mutual at recruiting events, career fairs, and networking opportunities.  

• Support initiatives that strengthen Rural Mutual's agency force and long-term sales growth. 

Experience, Education & Licensing:

• Demonstrated success exceeding goals in property and casualty and/or life insurance sales.  
• Experience coaching, mentoring, leading, or developing sales professionals.  
• Property and Casualty insurance license required.  
• Bachelor's degree in Business, Finance, Insurance, or a related field preferred, or equivalent professional experience.  
• Previous experience as an agency owner, insurance sales leader, distribution leader, or similar business development role is strongly preferred.  
• Experience working with agricultural customers or familiarity with Wisconsin's farming communities is a plus.

Skills & Competencies:

• Passion for coaching, developing, and motivating others to achieve their goals.  
• Builds strong, trusting relationships with agents, leaders, and business partners.  
• Demonstrates accountability, integrity, sound judgment, and professionalism.  
• Communicates clearly and effectively across a variety of audiences.  
• Make strategic decisions using data, business insight, and customer focused thinking.  
• Demonstrates resilience, adaptability, and a commitment to achieving results.  
• Continuously seeks opportunities to improve processes, learning experiences, and business outcomes.  
• Ability to travel throughout Wisconsin, including occasional overnight travel.  
• Valid driver's license required.

Additional Requirements  

• Candidate must reside and work in Wisconsin.  
• Must be legally authorized to work in the United States without sponsorship.  

What You'll Love About Rural Mutual Insurance:

We are a leading property and casualty insurance company based in Wisconsin, well known for our financial strength and longevity in the insurance industry. Our reputation in the marketplace ensures stability and opens up numerous growth opportunities for our employees.

We created a welcoming place to work with friendly and professional leadership. We are known for the great care we take with our staff, our agents, and our customers. We are passionate and determined about delivering the best customer service, preserving insurance industry knowledge, and making a difference through the work that we do.

We believe in a healthy work/life balance and, to that end, offer a competitive and comprehensive compensation package including health, dental, life, LTD, and vision insurance as well as an employee bonus plan, matching 401(k) plan, and generous time off benefits. Rural Mutual is an Equal Opportunity employer.