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Insurance Leadership Jobs in Wisconsin (NOW HIRING)

Comparion Insurance Agency

$46K - $70K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance ... We do that through leadership development programs aimed at advancing, engaging, and retaining ...

New

Comparion Insurance Agency

$46K - $70K/yr

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance ... We do that through leadership development programs aimed at advancing, engaging, and retaining ...

New

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Insurance Leadership information

What is the difference between Insurance Leadership vs Insurance Underwriter?

AspectInsurance LeadershipInsurance Underwriter
Required CredentialsTypically requires leadership experience, industry certifications, and sometimes advanced degreesRequires industry certifications like CPCU or AIC, and a relevant bachelor’s degree
Work EnvironmentStrategic, managerial, and cross-departmental focus in corporate settingsAnalytical, detail-oriented work primarily in underwriting departments
Employer & Industry UsageUsed in insurance companies, agencies, and brokerages for leadership rolesCommonly employed in insurance companies, focusing on risk assessment and policy pricing

Insurance Leadership roles focus on strategic decision-making, team management, and overall company direction, often requiring extensive industry experience. Insurance Underwriters concentrate on evaluating risks, setting premiums, and approving policies, with a strong emphasis on analytical skills. While both roles are vital in the insurance industry, they serve different functions and require distinct skill sets.

What are some common challenges faced by professionals in insurance leadership roles, and how can they be addressed?

Insurance leaders often encounter challenges such as adapting to evolving regulations, managing a diverse workforce, and driving digital transformation within their organizations. Successfully addressing these challenges requires strong change management skills, continuous professional development, and fostering open communication across teams. Leaders who prioritize innovation, invest in staff training, and maintain a customer-centric approach are better equipped to navigate industry shifts and guide their organizations toward sustained growth.

What is insurance leadership?

Insurance leadership refers to the roles and responsibilities of individuals who guide and manage insurance organizations or teams. Leaders in this field set strategic direction, oversee operations, ensure compliance with regulations, and drive growth and innovation within the company. They often focus on developing talent, improving customer experience, and adapting to industry changes such as new technologies and evolving risk landscapes. Effective insurance leaders require strong communication, analytical, and decision-making skills to succeed in a dynamic and highly regulated industry.

What are the key skills and qualifications needed to thrive in insurance leadership?

To thrive in Insurance Leadership, you need deep knowledge of insurance products, market trends, and regulatory requirements, typically supported by a degree in business, finance, or a related field and significant industry experience. Familiarity with insurance management platforms, data analytics tools, and relevant certifications such as CPCU or CLU is often expected. Strong strategic thinking, communication, and team management skills distinguish top performers in this role. These capabilities are essential for driving organizational growth, ensuring compliance, and effectively leading teams in a competitive and regulated industry.
What are popular job titles related to Insurance Leadership jobs in Wisconsin? For Insurance Leadership jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Insurance Leadership jobs in Wisconsin look for? The top searched job categories for Insurance Leadership jobs in Wisconsin are:
What cities in Wisconsin are hiring for Insurance Leadership jobs? Cities in Wisconsin with the most Insurance Leadership job openings:
Insurance Leadership jobs near you
Infographic showing various Insurance Leadership job openings in Wisconsin as of July 2026, with employment types broken down into 1% As Needed, 71% Full Time, 22% Part Time, and 6% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution.

Insurance Sales Associate

Comparion Insurance Agency

On-site

$46K - $70K/yr

Full-time

This job post has expired today. Applications are no longer accepted.

Job description

Schedule: Full-Time
Salary Range: USD $46000.00 - $70000.00
Job Category: Sales - Comparion Description

We are looking for an Insurance Sales Associate to join our team in our Appleton, Wisconsin office. This is not a remote position.

We're Hiring Immediately!

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to listen and empathize are key in being the initial contact for our customers. Success in this role will require building a strong local network and in-person relationship in the community.

Working for Comparion Insurance Agency, a Liberty Mutual company, means working for a company that's committed to advancing an inclusive environment. We do that through leadership development programs aimed at advancing, engaging, and retaining under-represented talent and our Employee Resource Groups, which strengthen our inclusive workplace, enhance personal development, and provide ways for employees to connect, learn and engage.

Ready to find out what it means to work for an agency that is backed by Liberty Mutual-a Fortune 100 company that's committed to putting people first, acting responsibly and making things better?

Responsibilities:

  • Utilize consultative sales techniques to prospect and initiate new business sales.
  • Assists in the processing of new business, including contacting customers to finalize sales and service transactions.
  • Identifies cross selling opportunities for Sales Agent.
  • Contributes to and executes a marketing plan with the Sales Agent.
  • Identifies mass marketing prospects through existing book of business and community prospecting opportunities.
  • Meet monthly goals for new business sales.
  • Completes follow-ups on new policies in order to keep retention level high and capitalize cross-selling opportunities.
  • Coordinates activities with other departments to ensure quality customer service
  • Acts as initial contact in addressing customer concerns regarding establishment of policies and new account status.
  • Unlicensed candidates will be enrolled in a new hire training class once they begin working for Comparion. The training includes a licensing training program in which Comparion covers the cost of training materials and exam fees.
Qualifications
  • High School Degree
  • 1-2 years of relevant sales experience preferred
  • Exceptional written and verbal communication skills
  • Ability to handle common objections and educate customers in a consultative manner
  • Demonstrated self-starter, motivated to learn and grow in a professional sales organization
  • Professional business acumen, strong presence and confidence
  • Resourceful team player that can contribute and accept new ideas
  • A state insurance license-or willingness to earn one with training and support-in Property & Casualty, and Life
About Us

Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.

At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve. We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law. Fair Chance Notices
  • California
  • Los Angeles Incorporated
  • Los Angeles Unincorporated
  • Philadelphia
  • San Francisco
Employment Type: Full Time

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