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Flexible Insurance Jobs in Virginia (NOW HIRING)

Truetimber Arborists

Tree Climber

Norfolk, VA

$25 - $30/hr

Flexible insurance options: Choose from a range of health, dental, and vision plans to fit your needs and budget. * Health Insurance (Cigna Plans): Multiple plan options, including OAP (Open Access ...

Truetimber Arborists

Tree Climber

Suffolk, VA

$25 - $30/hr

Flexible insurance options: Choose from a range of health, dental, and vision plans to fit your needs and budget. * Health Insurance (Cigna Plans): Multiple plan options, including OAP (Open Access ...

Truetimber Arborists

Tree Climber

Virginia Beach, VA

$25 - $30/hr

Flexible insurance options: Choose from a range of health, dental, and vision plans to fit your needs and budget. * Health Insurance (Cigna Plans): Multiple plan options, including OAP (Open Access ...

Truetimber Arborists

Tree Climber

Williamsburg, VA

$25 - $30/hr

Flexible insurance options: Choose from a range of health, dental, and vision plans to fit your needs and budget. * Health Insurance (Cigna Plans): Multiple plan options, including OAP (Open Access ...

Truetimber Arborists

Tree Climber

Yorktown, VA

$25 - $30/hr

Flexible insurance options for health, dental, and vision coverage through Cigna, allowing employees to choose plans that fit their needs and budget * Health Savings Account (HSA) with $250 employer ...

Truetimber Arborists

Climber Foreman

Virginia Beach, VA

$35 - $40/hr

Flexible insurance options : Choose from health, dental, and vision plans to fit your needs and budget * Health Insurance (Cigna Plans) : Multiple plan options including OAP, OAP IN, and HDHP with ...

Truetimber Arborists

Climber Foreman

Norfolk, VA

$35 - $40/hr

Flexible insurance options : Choose from health, dental, and vision plans to fit your needs and budget * Health Insurance (Cigna Plans) : Multiple plan options including OAP, OAP IN, and HDHP with ...

Truetimber Arborists

Climber Foreman

Williamsburg, VA

$35 - $40/hr

Flexible insurance options : Choose from health, dental, and vision plans to fit your needs and budget * Health Insurance (Cigna Plans) : Multiple plan options including OAP, OAP IN, and HDHP with ...

Truetimber Arborists

Climber Foreman

West Point, VA

$35 - $40/hr

Flexible insurance options : Choose from health, dental, and vision plans to fit your needs and budget * Health Insurance (Cigna Plans) : Multiple plan options including OAP, OAP IN, and HDHP with ...

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All JobsInsurance JobsFlexible Insurance JobsFlexible Insurance Jobs in Virginia

Flexible Insurance information

What is flexible insurance?

Flexible insurance refers to insurance policies that allow policyholders to customize their coverage, premium payments, and benefits to better suit their individual needs. These plans often let you adjust features like coverage limits, add or remove riders, and change payment schedules. Flexible insurance can apply to various types of insurance, including life, health, and auto, providing greater control and adaptability as your circumstances change. This flexibility makes it easier to keep your insurance relevant and affordable over time.

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

Professionals in Flexible Insurance roles often face the challenge of staying updated with rapidly changing policies, products, and regulations. They may also need to adapt quickly to evolving client needs and market trends, which requires strong communication and problem-solving skills. Balancing client expectations with policy limitations can be demanding, but ongoing training and collaboration with experienced team members can help. Regularly attending industry workshops and leveraging technology can also support efficiency and accuracy in the role.

What are the key skills and qualifications needed to thrive as a flexible insurance agent, and why are they important?

To excel as a Flexible Insurance Agent, you need a solid understanding of insurance products, risk assessment, and relevant state licensing. Familiarity with CRM software, quoting platforms, and digital document management systems is typically required. Outstanding interpersonal skills, problem-solving abilities, and adaptability help agents connect with diverse clients and respond to changing market needs. These competencies are crucial for building trust, meeting client demands, and achieving sales targets in a dynamic insurance environment.

What is the difference between Flexible Insurance vs Insurance Agent?

AspectFlexible InsuranceInsurance Agent
Required CredentialsVaries by policy, often no formal license neededLicense required in most states
Work EnvironmentTypically flexible, remote or office-basedOffice, client meetings, or remote
Industry UsageInsurance providers offering customizable plansSelling insurance policies to clients
Common Search IntentUnderstanding flexible insurance optionsFinding or becoming an insurance agent

Flexible Insurance generally refers to customizable insurance plans offered by providers, often with less formal licensing requirements. Insurance Agents are licensed professionals who sell insurance policies and may work for agencies or independently. While both are part of the insurance industry, Flexible Insurance focuses on policy flexibility, whereas Insurance Agents focus on sales and client service.

What are the most commonly searched types of Insurance jobs in Virginia?

The most popular types of Insurance jobs in Virginia are:

Flexible Insurance jobs near you
Infographic showing various Flexible Insurance job openings in Virginia as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 27% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution.

Tree Climber

Norfolk, VA

Truetimber Arborists
Environmental Consulting Services • 11 - 50 employees
Learn more about Truetimber Arboristsexternal

$25 - $30/hr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 13 days ago

Job description

Truetimber Now Offering Relocation Assistance of up to $2,000 For Candidates Moving To The Yorktown, VA Area !


Join Truetimber Arborists as a Tree Climber and become part of a team dedicated to excellence in tree care. Truetimber Arborists is recognized as a leader in the arboriculture industry, known for its commitment to safety, environmental stewardship, and innovative tree care methods. This role offers the opportunity to work outdoors, preserving the health and beauty of trees while collaborating with skilled professionals. With a strong focus on professional development and a supportive team environment, Truetimber Arborists provides an ideal workplace for those passionate about arboriculture and making a positive impact on the environment. 

Responsibilities
  • Perform tree climbing and pruning to maintain tree health and appearance.
  • Safely operate and maintain tree care equipment and tools.
  • Conduct tree removal and respond to emergency storm damage situations.
  • Work collaboratively with team members to ensure safe and efficient operations.
  • Deliver excellent customer service and communicate effectively with clients.
Qualifications
  • Experience in tree climbing and tree care operations.
  • Knowledge of tree biology and proper pruning techniques.
  • Ability to safely use and maintain tree care equipment.
  • Strong physical fitness and ability to work at heights.
  • Excellent communication and teamwork skills.
Benefits
  • Relocation assistance of up to $2,000 for candidates moving to the Yorktown, VA area.
  • Competitive pay with opportunities for 40+ hours per week.
  • Paid time off (PTO) and holidays for work-life balance.
  • Overtime opportunities during storm cleanup and peak seasons.
  • Employer-paid long-term and short-term disability insurance.
  • Employer-paid basic life & AD&D insurance.
  • 401(k) retirement plan with up to 4% company match.
  • Flexible insurance options: Choose from a range of health, dental, and vision plans to fit your needs and budget.
  • Health Insurance (Cigna Plans): Multiple plan options, including OAP (Open Access Plus), OAP IN, and HDHP (High-Deductible Health Plan) with HSA compatibility.
  • Dental Insurance (Cigna Plans): Choose between basic and enhanced coverage options.
  • Vision Insurance (Cigna Plan): Comprehensive coverage for exams, lenses, and frames.
  • Option for a Health Savings Account (HSA) with employer contribution or a Flexible Spending Account (FSA).
  • Pre-tax commuter benefits for parking, transit, and vanpool.
  • Legal assistance plan and supplemental coverage options, including critical illness, accident, and hospital indemnity insurance.