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Trainee Insurance Jobs in Virginia (NOW HIRING)

Life Insurance Sales Agent Employment Type: Full-Time with Benefits Work Arrangement: Field Role Career and Opportunity: Kemper is a diversified insurance holding company with a history spanning over ...

Pharmacy Technician Trainee

Roanoke, VA · On-site

$15.75 - $18.75/hr

No experience needed, Will be required to obtain Pharmacy Technician Trainee license with VA board ... Group Life Insurance and Short-Term Disability. * Paid time off and paid holidays. * 401(k) with ...

No experience needed, Will be required to obtain Pharmacy Technician Trainee license with VA board ... Group Life Insurance and Short-Term Disability. * Paid time off and paid holidays. * 401(k) with ...

Manager Trainee

Richmond, VA · On-site

$16/hr

Medical, dental and vision insurance * Holiday pay * Flexible Spending Accounts (FSA) for medical ... The Manager Trainee is a full-time, entry-level position designed to prepare you for a leadership ...

Medical, dental and vision insurance * Holiday pay * Flexible Spending Accounts (FSA) for medical ... The Manager Trainee is a full-time, entry-level position designed to prepare you for a leadership ...

Manager Trainee

Fredericksburg, VA · On-site

$46K - $50K/yr

Medical, dental and vision insurance * Holiday pay * Flexible Spending Accounts (FSA) for medical ... The Manager Trainee is a full-time, entry-level position designed to prepare you for a leadership ...

Manager Trainee

Suffolk, VA · On-site

$16/hr

Medical, dental and vision insurance * Holiday pay * Flexible Spending Accounts (FSA) for medical ... The Manager Trainee is a full-time, entry-level position designed to prepare you for a leadership ...

Service Technician Trainee Parker Oil and Propane is currently seeking candidates to enter our ... Deliver new customer safety information packet and review with customer to insure customer is aware ...

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Trainee Insurance information

What does a trainee insurance role involve?

A trainee insurance role typically involves learning the fundamentals of the insurance industry, including understanding different types of insurance policies, risk assessment, and customer service. Trainees often assist senior staff with policy administration, claims processing, and underwriting tasks. The position is designed to provide hands-on experience and training, allowing individuals to develop the skills needed for a successful career in insurance. Over time, trainees may have opportunities to specialize in areas like sales, claims, or underwriting, depending on their interests and company needs.

What are the key skills and qualifications needed to thrive as a Trainee Insurance professional, and why are they important?

To thrive as a Trainee Insurance professional, you need a basic understanding of insurance principles, analytical skills, and a relevant educational background such as a degree in finance, business, or economics. Familiarity with insurance software, CRM systems, and potentially industry certifications like CII (Chartered Insurance Institute) is advantageous. Strong communication, attention to detail, and a customer-focused mindset are standout soft skills in this role. These abilities are crucial for accurately assessing risk, building client trust, and ensuring efficient and compliant insurance operations.

What are some common challenges faced by trainee insurance professionals during their first year on the job?

Trainee insurance professionals often encounter challenges such as grasping complex policy details, adapting to regulatory requirements, and building effective communication skills with clients. Balancing administrative responsibilities with learning about different insurance products can also be demanding. However, with mentorship and on-the-job training, trainees gradually develop the confidence and expertise needed to succeed in the industry.

What is the difference between Trainee Insurance vs Insurance Agent?

AspectTrainee InsuranceInsurance Agent
Required CredentialsTypically no formal license, on-the-job trainingLicensed, often requires certification
Work EnvironmentTraining programs, supervised learningClient-facing, sales-focused
Employer & Industry UsageInsurance companies, training rolesInsurance agencies, sales roles

In summary, a Trainee Insurance is an entry-level position focused on learning and training within the insurance industry, often without requiring a license. An Insurance Agent, however, is a licensed professional responsible for selling insurance policies and advising clients. The trainee role is a stepping stone toward becoming a licensed insurance agent.

What are the most commonly searched types of Insurance jobs in Virginia? The most popular types of Insurance jobs in Virginia are:
What cities in Virginia are hiring for Trainee Insurance jobs? Cities in Virginia with the most Trainee Insurance job openings:
Infographic showing various Trainee Insurance job openings in Virginia as of July 2026, with employment types broken down into 1% As Needed, 71% Full Time, 23% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution.
Insurance Agent Trainee

Insurance Agent Trainee

Kemper

Charlottesville, VA

Full-time

Medical, Dental, Life, Retirement, PTO

Re-posted 11 days ago


Job description

Location(s)

Charlottesville, Virginia

Details

Kemper is one of the nation's leading specialized insurers. Our success is a direct reflection of the talented and diverse people who make a positive difference in the lives of our customers every day. We believe that a high-performing culture, combined with valuable opportunities for personal development and professional challenge, and a healthy work-life balance, can be highly motivating and productive. Kemper's products and services are making a real difference to our customers, who have unique and evolving needs. By joining our team, you will help provide an experience to our stakeholders that delivers on our promises.

Role:Life Insurance Sales Agent

Employment Type:Full-Time with Benefits

Work Arrangement:Field Role

Career and Opportunity:

Kemper is a diversified insurance holding company with a history spanning over 100 years. We are firmly committed to serving the insurance needs of modest-income families. Our strength lies in our dedication to frequent personal home visits with new and existing customers to collect premiums, conduct sales of new policies, and address other service needs.

For new unlicensed agents, your journey begins with a paid training period. During this time, we provide the tools and guidance needed to study for and pass the licensing exams. Once licensed, you will be assigned an existing book of business, a portfolio of current customers from whom you'll collect monthly premiums. You'll earn a percentage of the premiums you collect, as well as a commission on all new sales you make. From there, the sky's the limit! Through hard work and dedication, you can increase your monthly income with every new sale. It really is that simple.

If you're passionate about serving the underserved, this is the career for you. Our agents gain personal satisfaction and community prestige by performing meaningful work that helps clients protect the people and property they cherish.

With a pay-for-performance compensation model, agents have the opportunity to determine their own paycheck. As your skills and knowledge grow, so does your potential for increased income. Superior performance is recognized through awards, prizes, and company-sponsored trips.

Benefits:

Kemper offers competitive benefits, including:

  • Major Medical and Dental Insurance
  • Group Life Insurance
  • Short-Term & Long-Term Disability
  • 401(k) with Company Match
  • Paid Vacation
  • Employee Stock Purchase Program

Responsibilities:

Agents are set up for success by being assigned a territory (called an agency) with an established book of business and existing customers.

Day-to-Day Activities:

  • Conducting sales presentations, recommending products, and closing new sales
  • Prospecting for new sales opportunities
  • Maintaining strong customer relationships by collecting premiums on a pre-arranged schedule that you determine
  • Responding promptly to service requests such as beneficiary changes, claims, and loans
  • Record keeping, accounting for money collected, and processing policy paperwork

Agent Expectations:

  • Grow the assigned territory through new sales
  • Build strong working relationships with customers
  • Devote the time necessary to fulfill the responsibilities of the role
  • Pursue continuous professional development in insurance products and sales effectiveness

Minimum Qualifications:

  • Customer service experience
  • Must be at least 18 years of age
  • Valid driver's license with required auto insurance coverage
  • Dependable vehicle for daily travel
  • Ability to pass a background check, motor vehicle report, and drug screening
  • Authorization to work in the United States

Preparation:

  • Licensing:We provide free access to study tools and professional guidance to help you prepare for licensing exams
  • Training:New agents complete an onboarding development program that includes self-study, classroom instruction, and field mentoring by your Sales Manager
  • On-the-Job Training:Earn a paycheck while learning your profession through hands-on experience

Opportunity is knocking. Don't let it pass you by!
Kemper is proud to be an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran status, disability status, or any other status protected by the laws or regulations in the locations where we operate. We are committed to supporting diversity and equality throughout our organization, and we work diligently to maintain a workplace that is free from discrimination.
Kemper does not accept unsolicited resumes through or from search firms or staffing agencies. All unsolicited resumes will be considered the property of Kemper, and Kemper will not be obligated to pay a placement fee.
Kemper will never request personal information, such as your social security number or banking information, via text or email. Additionally, Kemper does not use external messaging applications, such as WireApp or Skype, to communicate with candidates. If you receive such a message, delete it.