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Insurance Executive Jobs in Vermont (NOW HIRING)

VITAL COMMUNITIES, INC.

Executive Director

Hartford, VT · Hybrid

$126K/yr

Executive Director, Location: White River Junction, Vermont (Hybrid Flexibility) Vital Communities ... Benefits include health insurance (via an ICHRA), SIMPLE IRA with match up to 3%, 35+ days of PTO ...

Next Stage Arts Project

Executive Director

Putney, VT

$70K - $85K/yr

... Executive Director (ED) to lead the organization into its next phase. The incoming ED will build on ... a health insurance stipend. Ideal start date on or about July 1, 2025. Applications will be ...

LPi

Advertising Sales Executive

Brattleboro, VT · Remote

$60K - $65K/yr

Advertising Sales Executive - Brattleboro LPi has served churches, nonprofits, and community ... Medical, Dental, and Vision Insurance * Dependent Care Flexible Spending Account * Company-paid ...

Asure Software, Inc.

HCM Sales Executive

Burlington, VT · Remote

$65K - $80K/yr

How you will contribute Our HCM Sales Executive is responsible for building business relationships ... Develop and maintain referring relationships with CPAs, Banks, Financial Advisors, and Insurance ...

Asure Software

HCM Sales Executive

Burlington, VT · On-site

How you will contribute Our HCM Sales Executive is responsible for building business relationships ... Develop and maintain referring relationships with CPAs, Banks, Financial Advisors, and Insurance ...

Asure Software, Inc.

HCM Sales Executive

Burlington, VT · On-site

$65K - $80K/yr

How you will contribute Our HCM Sales Executive is responsible for building business relationships ... Develop and maintain referring relationships with CPAs, Banks, Financial Advisors, and Insurance ...

Visual Edge IT

Account Executive

Williston, VT

$40K - $55K/yr

Visual Edge IT is seeking an Account Executive to join our expanding team. This role offers an ... Insurance Benefits We offer multiple plans to choose from to fit your individual needs. We offer ...

Visual Edge IT

Account Executive

Williston, VT · On-site

$40K - $55K/yr

Visual Edge IT is seeking an Account Executive to join our expanding team. This role offers an ... Insurance Benefits We offer multiple plans to choose from to fit your individual needs. We offer ...

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All JobsInsurance Executive JobsInsurance Executive Jobs in Vermont

Insurance Executive information

See Vermont salary details

$11.7K

$107.9K

How much do insurance executive jobs pay per year?

As of Jun 17, 2026, the average yearly pay for insurance executive in Vermont is $106,325.00, according to ZipRecruiter salary data. Most workers in this role earn between $106,300.00 and $106,300.00 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 jobs pay 10,000 a month without a degree?

An insurance executive can earn $10,000 or more per month through commissions, bonuses, and leadership roles, often without requiring a college degree. Success in such roles depends on sales skills, industry experience, and network development, with some positions offering high earning potential based on performance. Other high-paying jobs without degrees include real estate agents, sales managers, and certain entrepreneurial ventures, but they typically require strong skills and experience to reach that income level.

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.

What does an insurance executive do?

An insurance executive oversees the strategic operations of an insurance company or department, including developing business plans, managing teams, and ensuring profitability. They analyze market trends, set policies, and work with underwriters and agents to meet organizational goals. Strong leadership, industry knowledge, and often a background in finance or insurance are essential for this role.

What is the highest paying position in insurance?

The highest paying position in insurance is typically that of Chief Executive Officer (CEO) or Chief Underwriting Officer, depending on the company's size and structure. These roles require extensive industry experience, leadership skills, and often advanced certifications, and they oversee strategic decision-making and company performance.

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 jobs pay $500,000 a year in the US?

Insurance executives, such as chief executive officers or chief insurance officers, can earn $500,000 or more annually, especially in large companies or with significant bonuses and profit sharing. High-level roles in finance, technology, and healthcare also reach this income level, often requiring advanced degrees, extensive experience, and leadership skills.
More about Insurance Executive jobs
What are the most commonly searched types of Insurance jobs in Vermont? The most popular types of Insurance jobs in Vermont are:
What job categories do people searching Insurance Executive jobs in Vermont look for? The top searched job categories for Insurance Executive jobs in Vermont are:
Insurance Executive jobs near you
Infographic showing various Insurance Executive job openings in Vermont as of June 2026, with employment types broken down into 3% As Needed, 77% Full Time, 3% Part Time, and 17% Contract. Highlights an 86% Physical, 4% Hybrid, and 10% Remote job distribution, with an average salary of $106,325 per year, or $51.1 per hour.
Captives Insurance Account Executive (Lead Accountant)

Captives Insurance Account Executive (Lead Accountant)

Willis Towers Watson

South Burlington, VT • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 10 days ago

Willis Towers Watson rating

8.2

Company rating: 8.2 out of 10

Based on 41 frontline employees who took The Breakroom Quiz

49th of 138 rated financial services

Job description

Job Description
Willis Towers Watson's Captive Solutions team delivers customized, data-driven insurance management services across Corporate Risk and Broking (CRB), Human Capital and Benefits (HCB), and Investment, Risk and Reinsurance (IRR). As part of this highly specialized group, the Account Executive is responsible for managing a portfolio of captive insurance companies by providing strategic, operational, and financial oversight tailored to each client's unique risk profile.
Reporting to senior leadership and working closely with clients, regulators, and service providers, the Account Executive plays a critical role in shaping underwriting strategy, ensuring regulatory and financial compliance, and delivering timely, high-quality board and management reporting. The role also contributes to new business development by identifying growth opportunities, supporting marketing initiatives, and offering expert technical guidance.
The ideal candidate brings at least 15 years of experience in captive insurance and financial services, with deep knowledge of insurance accounting, products, and problem resolution. Strong leadership, project management, and client relationship skills are essential, along with the ability to provide strategic insight, influence stakeholders, and uphold the highest standards of compliance and corporate governance.
This position offers a dynamic opportunity to lead within a team of top-tier professionals-actuaries, brokers, analysts, and consultants-dedicated to delivering clarity, innovation, and value to clients through Willis Towers Watson's world-class Captive Solutions platform.
Note: Employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity.
The Role
New Business
  • To assist in the development of new business for the Company
  • Give input to the creation of a marketing and new business strategy.
  • Implement marketing and new business strategy.
  • Identify new business opportunities (including cross-selling opportunities) within existing client base.
  • Take responsibility for a number of new business development projects.
  • Promote the Company within and outside the Willis Group.
  • To provide technical advice on request within the Practice.

Insurance
  • Liaison with insurance broker and reinsurance brokers as required.
  • Underwriting decisions in conjunction with the Client Service Team and the Practice Underwriting resources, as appropriate.
  • Monitoring of exposures and risk transfer pricing within assigned portfolio.
  • Oversee regulatory approval for changes to the business plan.
  • Oversee Board approval for underwriting decisions.

Finance/Regulatory
  • Monitoring of domicile solvency and capital requirements
  • Obtaining regulatory approval of changes to business plan
  • Obtaining board approval for underwriting decisions
  • Accounting for premium
  • Agree reserving methodology
  • Ensure the production of management accounts, statutory accounts and information, budgets, cash flow statements and supplementary information as required.
  • Assist with the adoption of appropriate accounting practices and ensure adherence thereto.
  • Manage cash requirements of the companies
  • Liaise with and monitor investment managers in respect of invested funds
  • Assist Client Service Team with co-ordination of board meetings
  • Ensure timely production of board papers.
  • Ensure timely production of minutes and review prior to distribution.
  • Action matters arising from client meetings
  • Ensure relevant company secretarial functions are performed in a timely manner.
  • Ensure compliance with Corporate Governance.

Management
  • To participate in and provide input on strategic and major operational issues. Assume responsibility for a specific area of company strategy.
  • To implement policies adopted by the Practice
  • Contact is maintained with all client directors and that they are advised of any developments.
  • Keep Practice leadership apprised of client developments.
  • Entertain clients & prospects as required.
  • Support Senior Principal in performing board insight, perspective & thought leadership as required
  • Understands importance of WEM and the WTW code of Conduct and works to be seen as a role model in the office.

Qualifications
The Requirements
  • 4 year degree in Accounting, Finance or related area or CPA qualification
  • Maintenance of CPA qualification through CPD, as appropriate
  • Advanced Computer Skills
  • In depth knowledge and experience of captive insurance and insurance industry (minimum 15 years' experience) in the following areas: (1) accounting for captives (2) insurance products, and (3) problem resolution
  • Willis Towers Watson knowledge (platforms, structure, etc.)
  • Ability to monitor quality control
  • Client relationship skills
  • Project Management skills
  • Advanced presentation skills
  • Leadership and People Management skills
  • Compliance
  • Can solve complex issues and will raise highly complex issues to higher level
  • Ability to influence and negotiate
  • Excellent verbal and written communication skills

This position will remain posted for a minimum of three business days from the date posted or until sufficient/appropriate candidate slate has been identified.
Compensation and Benefits
Base salary range and benefits information for this position are being included in accordance with requirements of various state/local pay transparency legislation. Please note that base salaries may vary for different individuals in the same role based on several factors, including but not limited to location of the role, individual competencies, education/professional certifications, qualifications/experience, performance in the role and potential for revenue generation.
Compensation
The base salary compensation range being offered for this role is $100,000-$130,000 USD per year.
This role is also eligible for an annual short-term incentive bonus.
Company Benefits
WTW provides a competitive benefit package which includes the following (eligibility requirements apply):
  • Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Group Accident, Group Critical Illness, Life Insurance, AD&D, Group Legal, Identify Theft Protection, Wellbeing Program and Work/Life Resources (including Employee Assistance Program)
  • Leave Benefits: Paid Holidays, Annual Paid Time Off (includes paid state/local paid leave where required), Short-Term Disability, Long-Term Disability, Other Leaves (e.g., Bereavement, FMLA, ADA, Jury Duty, Military Leave, and Parental and Adoption Leave), Paid Time Off (Washington State only)
  • Retirement Benefits: Contributory Pension Plan and Savings Plan (401k).

Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles County Fair Chance Ordinance for Employers, we will consider for employment qualified applicants with arrest and conviction records.
At WTW, we trust you to know your work and the people, tools and environment you need to be successful. The majority of our colleagues work in a "hybrid" style, with a mix of remote, in-person and in-office interactions dependent on the needs of the team, role and clients. Our flexibility is rooted in trust and "hybrid" is not a one-size-fits-all solution.
We understand flexibility is key to supporting an inclusive and diverse workforce and so we encourage requests for all types of flexible working as well as location-based arrangements. Please speak to your recruiter to discuss more.
EOE, including disability/vets

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