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Insurance Executive Jobs in Windsor, MA (NOW HIRING)

VIVE Collision

Field Account Executive

Northampton, MA · On-site

$80K - $100K/yr

Field Account Executive VIVE Collision| Remote| Travel Required VIVE is seeking a Field Account ... insurance, dealership, fleet, and commercial accounts. What You'll Do * Develop and execute ...

Circlehealth

Executive Assistant

Shelburne, MA · On-site

Executive Assistant The Shelburne Hospital 37.5 Hours & Permanent Salary: Up to 32,000 per year ... Non-contributory life insurance * Staff engagement hub with access to discounts and extensive ...

Canyon Ranch

Executive Sous Chef

Lenox, MA · On-site

$75K - $78K/yr

Canyon Ranch is seeking an experienced Executive Sous Chef to help lead the day-to-day culinary ... Employer-paid life insurance and Employee Assistance Program. * Paid Maternity leave. * A ...

Canyon Ranch

Executive Sous Chef

Lenox, MA · On-site

$75K - $78K/yr

Canyon Ranch is seeking an experienced Executive Sous Chef to help lead the day-to-day culinary ... Employer-paid life insurance and Employee Assistance Program. * Paid Maternity leave. * A ...

Canyon Ranch

Executive Sous Chef

Lenox, MA

$75K - $78K/yr

Canyon Ranch is seeking an experienced Executive Sous Chef to help lead the day-to-day culinary ... Employer-paid life insurance and Employee Assistance Program. * Paid Maternity leave. * A ...

HMG Careers

Sales Executive - Remote

Pittsfield, MA · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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All JobsInsurance JobsInsurance Executive JobsInsurance Executive Jobs in Windsor, MA

Insurance Executive information

See Windsor, MA salary details

$12.1K

$111.4K

How much do insurance executive jobs pay per year?

As of Sep 5, 2026, the average yearly pay for insurance executive in Windsor, MA is $109,748.00, according to ZipRecruiter salary data. Most workers in this role earn between $109,700.00 and $109,700.00 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 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.

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 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.

More about Insurance Executive jobs

What cities near Windsor, MA are hiring for Insurance Executive jobs?

Cities near Windsor, MA with the most Insurance Executive job openings:

Insurance Executive jobs near you
Infographic showing various Insurance Executive job openings in Windsor, MA as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 21% Part Time, and 7% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $109,748 per year, or $52.8 per hour.

Field Account Executive

VIVE Collision

Northampton, MA • On-site

$80K - $100K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 18 days ago

VIVE Collision rating

7.9

Company rating: 7.9 out of 10

Based on 12 frontline employees who took The Breakroom Quiz

94th of 375 rated vehicle maintenance

Job description

Field Account Executive

VIVE Collision| Remote| Travel Required

VIVE is seeking a Field Account Executive to drive new business and expand strategic relationships across assigned territories. This role focuses on growing revenue through consultative selling, pipeline development, and long-term partnerships with insurance, dealership, fleet, and commercial accounts.

What You’ll Do

  • Develop and execute territory strategies to drive new business and revenue growth 
  • Build and manage a strong pipeline through prospecting and networking 
  • Develop and grow relationships with key strategic partners 
  • Conduct in-person client meetings, presentations, and business reviews 
  • Manage accounts, forecasts, and CRM activity 
  • Meet or exceed revenue and performance targets 
  • Collaborate with internal teams to ensure strong client outcomes 
  • Travel regularly within assigned territory 

 

What We’re Looking For

  • 3–7 years in outside sales, business development, or account management 
  • Strong B2B relationship-building and closing skills 
  • Ability to influence executive-level decision makers 
  • Self-motivated, organized, and results-driven 
  • CRM proficiency (Salesforce or similar) 
  • Valid driver’s license and willingness to travel 


Why VIVE Collision?

  • Competitive compensation and benefits 
  • Medical, dental, vision, and 401(k) with company match 
  • Paid time off and paid holidays 
  • Growth and leadership development opportunities 
  • Collaborative and high-performing culture 


This is an opportunity to step into a high-impact, field-based role where you’ll build relationships, grow strategic accounts, and directly influence market expansion. At VIVE, success is driven by ownership, accountability, and results and we’re looking for people ready to lead from the front.


We are an equal opportunity employer and considers all qualified applicants equally without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran status, or disability status.

The compensation offered to a candidate may vary based on several factors, including experience, education, certifications, geographic location, and demonstrated business development expertise.

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