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Insurance Executive Jobs in Madison, WI (NOW HIRING)

Charter Senior Living

Executive Director

Verona, WI · On-site

$103K - $105K/yr

  • Medical

  • Dental

  • Vision

  • PTO

Free medical insurance plan options * Medical, dental, and vision insurance * Paid training * Paid time off and holiday pay * Supportive executive leadership team * Environment where your voice is ...

Charter Senior Living of Verona

Executive Director

Verona, WI · On-site

$103K - $105K/yr

  • Medical

  • Dental

  • Vision

  • PTO

Free medical insurance plan options * Medical, dental, and vision insurance * Paid training * Paid time off and holiday pay * Supportive executive leadership team * Environment where your voice is ...

FOOD FIGHT INC

Executive Chef (3274)

Madison, WI · On-site

$72K - $99K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Medical, Dental, Vision, and Disability Insurance with Employer Contribution * 401(k) Retirement ... The Executive Chef is responsible for the daily operations of the kitchen such as preparing the ...

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Showing results 21-40

All JobsInsurance JobsInsurance Executive JobsInsurance Executive Jobs in Madison, WI

Insurance Executive information

See Madison, WI salary details

$11.1K

$102.3K

How much do insurance executive jobs pay per year?

As of Aug 13, 2026, the average yearly pay for insurance executive in Madison, WI is $100,777.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,800.00 and $100,800.00 per year, depending on experience, location, and employer.

What does an insurance executive do?

The responsibilities of an insurance executive, also known as an insurance broker or insurance account executive, include understanding insurance laws, ensuring companies are abiding by all regulations, providing excellent customer service to the clients of insurance companies, and selling them the most suitable policies. As an insurance executive, you work with the legal department to stay updated on government regulations, assist with mergers and each business acquisition, provide presentations to each new client, and set and achieve sales targets. Other duties include managing the budget and profit/loss margins. You also determine each customer’s needs, for both businesses and individuals, and advise the best insurance policy for their unique situation. This position requires traveling to visit clients.

What are some common challenges faced by insurance executives when leading cross-functional teams?

Insurance Executives often oversee teams that include underwriting, claims, sales, and compliance professionals, which can present challenges in aligning diverse priorities and communication styles. Successfully managing these teams requires strong leadership skills, the ability to resolve conflicts, and a focus on fostering collaboration to achieve shared business goals. Regularly facilitating clear communication and setting unified objectives are essential practices, helping to ensure all departments work cohesively toward company growth and client satisfaction.

What is the role of an insurance executive?

An insurance executive oversees the strategic direction and management of an insurance company or department. They are responsible for setting policies, managing teams, analyzing market trends, and ensuring profitability, often requiring strong leadership, industry knowledge, and relevant certifications. Their role involves decision-making to grow the business and maintain regulatory compliance.

What is the difference between Insurance Executive vs Insurance Agent?

AspectInsurance ExecutiveInsurance Agent
CredentialsTypically requires industry experience, possibly advanced certificationsRequires licensing and certification specific to insurance products
Work EnvironmentCorporate offices, management roles, strategic planningFieldwork, client meetings, sales-focused environment
Employer & Industry UsageInsurance companies, corporate sectorsIndependent agencies, insurance firms, brokers
Common Search & ComparisonHigh-level management, strategic rolesSales, customer service, client acquisition

Insurance Executives focus on strategic management and overseeing company operations, often requiring extensive industry experience. Insurance Agents primarily handle client interactions, sales, and policy sales, requiring licensing. While both roles are vital in the insurance industry, they differ significantly in responsibilities, work environment, and career focus.

What does an insurance executive do?

An Insurance Executive is a high-level professional responsible for overseeing the operations, strategy, and growth of an insurance company or department. Their duties often include managing teams, developing business strategies, ensuring compliance with industry regulations, and maintaining relationships with key clients or partners. Insurance Executives play a critical role in decision-making, risk management, and driving profitability within their organizations. They may also be involved in product development and market analysis to ensure their company remains competitive.

What are the key skills and qualifications needed to thrive as an insurance executive, and why are they important?

To thrive as an Insurance Executive, you need a deep understanding of insurance products, risk assessment, regulatory compliance, and business management, typically backed by a bachelor’s degree in business, finance, or a related field. Familiarity with CRM systems, data analytics tools, and relevant certifications such as Chartered Property Casualty Underwriter (CPCU) or Certified Insurance Counselor (CIC) is highly valuable. Exceptional leadership, negotiation, and strategic communication skills distinguish top performers in this role. These competencies enable Insurance Executives to drive business growth, ensure regulatory adherence, and lead high-performing teams in a competitive industry.
More about Insurance Executive jobs

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

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

What are popular job titles related to Insurance Executive jobs in Madison, WI?

For Insurance Executive jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Insurance Executive jobs in Madison, WI look for?

The top searched job categories for Insurance Executive jobs in Madison, WI are:

What cities near Madison, WI are hiring for Insurance Executive jobs?

Cities near Madison, WI with the most Insurance Executive job openings:

Insurance Executive jobs near you
Infographic showing various Insurance Executive job openings in Madison, WI as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $100,777 per year, or $48.5 per hour.

Executive Director

Charter Senior Living

Verona, WI • On-site

$103K - $105K/yr

Full-time

Medical, Dental, Vision, PTO

Re-posted 18 days ago

Charter Senior Living rating

5.7

Company rating: 5.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

149th of 240 rated social care providers

Job description

) Executive Director - Senior Living Community Leader
Charter Senior Living- Verona, WI
Starting pay between $103,000-$105,000/yr
Looking for our next all-star Executive Director with assisted living leadership, operational management, and sales experience!
At Charter Senior Living, we are dedicated to enhancing the lives of our residents through compassionate care, meaningful relationships, and operational excellence. Our mission - To Enhance the Human Spirit - extends not only to our residents, but also to every associate, family member, and community we serve.
We are seeking a dynamic, results-driven, and servant-hearted leader to oversee all operations within our senior living community while driving occupancy, resident satisfaction, associate engagement, and financial performance.
This role is ideal for an experienced senior living leader who thrives in a fast-paced environment, leads with accountability and compassion, and is passionate about creating an exceptional experience for residents and associates alike.
If you are ready to lead a community with purpose while making a meaningful impact every day, we would love to meet you!
Why Join Charter Senior Living?
Executive Director Rewards & Benefits
  • Competitive salary and bonus plan
  • Career development and advancement opportunities
  • Education reimbursement opportunities
  • Get paid today with ZayZoon
  • Free medical insurance plan options
  • Medical, dental, and vision insurance
  • Paid training
  • Paid time off and holiday pay
  • Supportive executive leadership team
  • Environment where your voice is heard and valued
  • Opportunity to lead a mission-driven and resident-focused community

Our Mission
To Enhance the Human Spirit
Our Core Values
  • Serve with Heart
  • Serve with Purpose
  • Serve with Courage
  • Have Fun While Serving

Position Summary
The Executive Director is responsible for the overall leadership, operational success, and culture of the community while ensuring residents receive exceptional care and services in a warm, welcoming, and engaging environment.
This position oversees all day-to-day community operations including resident satisfaction, financial performance, occupancy growth, regulatory compliance, associate leadership, and quality assurance.
The Executive Director partners closely with department leaders to create a culture that reflects Charter Senior Living's mission and core values while driving operational excellence and maintaining strong relationships with residents, families, associates, and the local community.
Key Responsibilities
  • Lead and oversee all daily community operations
  • Drive occupancy growth and support community sales efforts
  • Manage revenue, expenses, labor, and overall financial performance
  • Ensure high-quality resident care and customer service
  • Maintain compliance with all federal, state, and company regulations
  • Lead, mentor, and develop department leaders and associates
  • Foster a positive, engaging, and mission-driven community culture
  • Build strong relationships with residents, families, referral partners, and community organizations
  • Support hiring, retention, and associate engagement initiatives
  • Ensure smooth business office and operational management
  • Partner with leadership teams to achieve strategic goals and performance targets

Qualifications
  • 2 years of ED experience
  • Administrator's License for CBRF
  • Proven experience as an Executive Director within Assisted Living, Memory Care, or Senior Living preferred
  • Strong background in sales, occupancy management, and financial oversight
  • Experience managing budgets, labor, and operational performance
  • Excellent leadership, communication, and organizational skills
  • Passion for serving seniors and enhancing quality of life
  • Ability to lead teams in a fast-paced and service-focused environment
  • Experience opening a new senior living community preferred but not required
  • Demonstrated ability to drive results while maintaining compassionate leadership

What Makes a Great Fit
We are looking for someone who:
  • Leads with integrity, accountability, and compassion
  • Is passionate about senior living and resident-centered care
  • Thrives in leadership, operations, and relationship-building
  • Creates strong, positive team cultures
  • Balances operational excellence with hospitality and heart
  • Drives occupancy and performance while maintaining exceptional resident experiences

What Our Associates Say About Charter
"It truly feels like family at Charter."
"The residents become an extension of my family."
"They truly live out their mission and values."
"I love working for a company that genuinely puts people first."
If you are a passionate senior living leader looking for an opportunity to grow your career while making a meaningful impact on residents, families, and associates every day, apply today to join Charter Senior Living!
#HPINDEED

What Charter Senior Living employees say

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