High-paying insurance jobs in Chesapeake
Insurance assesses risk and provides coverage for individuals and businesses. Agents sell policies and help clients navigate claims. Strong analytical and customer service skills are essential.
We found 37 high-paying for you in Chesapeake, VA. These insurance jobs pay well, with salaries between $68,934 to $156,183 per hour. Popular roles include Insurance Agent, Insurance Producer and Actuary.
Job title
Updated Nov 09, 2026
Job title
Chesapeake, VA
Virginia
Job openings (Chesapeake)
Actuary
Chesapeake
$156,183
per year
Virginia
$145,995
per year
Insurance Producer
Chesapeake
$119,829
per year
Virginia
$95,906
per year
Underwriter
Chesapeake
$113,755
per year
Virginia
$81,161
per year
Insurance Broker
Chesapeake
$103,170
per year
Virginia
$112,770
per year
Insurance Agent
Chesapeake
$68,934
per year
Virginia
$86,797
per year
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Actuary
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Please refer to the employers job description for complete details.
Actuaries help develop insurance policies and pricing strategies using statistical methods to predict future events and analyze financial risks. Proficiency in mathematics, analytical thinking and expertise in statistical analysis are essential in this role.
Actuary jobs take 8 days on average from job posting to starting date. Currently, 49% of job openings offer remote or hybrid positions and 4% of job openings are part-time roles.
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Chesapeake
$156,183 per yearVirginia
$145,995 per year -
Insurance Producer
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Please refer to the employers job description for complete details.
Insurance producers generate and manage insurance business by developing client relationships, assessing needs and presenting appropriate products. Strong sales skills, a focus on customer service and industry knowledge are essential for this role.
Insurance Producer jobs take 133 days on average from job posting to starting date. Currently, 25% of job openings offer remote or hybrid positions and 5% of job openings are part-time roles.
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Chesapeake
$119,829 per yearVirginia
$95,906 per year -
Underwriter
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Please refer to the employers job description for complete details.
Underwriters assess insurance applications, ensure compliance for policy issuance and analyze information to inform decisions and manage risk. Strong analytical skills, attention to detail and knowledge of underwriting policies are key in this role.
Underwriter jobs take 40 days on average from job posting to starting date. Currently, 46% of job openings offer remote or hybrid positions and 4% of job openings are part-time roles.
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Chesapeake
$113,755 per yearVirginia
$81,161 per yearSkills
- Microsoft Office
- IT
- Microsoft Excel
- Analysis skills
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Insurance Broker
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Please refer to the employers job description for complete details.
Insurance Brokers manage client insurance needs by recommending policies, negotiating terms with insurers and managing client relationships. Sales and insurance industry experience, and communications skills are essential.
Insurance Broker jobs take 126 days on average from job posting to starting date. Currently, 53% of job openings offer remote or hybrid positions and 18% of job openings are part-time roles.
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Chesapeake
$103,170 per yearVirginia
$112,770 per year -
Insurance Agent
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Please refer to the employers job description for complete details.
Insurance Agents sell policies, assess client needs, and provide customer support. Sales skills, product knowledge, and excellent communication abilities are essential.
Insurance Agent jobs take 130 days on average from job posting to starting date. Currently, 23% of job openings offer remote or hybrid positions and 6% of job openings are part-time roles.
See jobsAverage pay
Chesapeake
$68,934 per yearVirginia
$86,797 per yearSkills
- Communication skills
- Sales
- Negotiation
- Business development