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Trainee Life Insurance Jobs in Baltimore, MD (NOW HIRING)

Kemper

Insurance Agent Trainee

Baltimore, MD · On-site

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 that has been in ...

Hydromax USA

Technician Trainee - Water

Annapolis, MD

$22 - $24/hr

Technician Trainee - Water Location: Anne Arundel, MD Compensation: $22 - $24 / hour depending on ... Company paid life insurance policy * Paid holidays and personal paid time off (PTO) * 401K with ...

Republic Services

Driver Trainee

Baltimore, MD · On-site

$19.70 - $21.67/hr

A Driver Trainee will be trained by Republic Services to obtain a commercial driver's license (CDL) ... Life insurance and accidental death & dismemberment insurance. Employee and Family Assistance ...

Republic Services

Driver Trainee

Baltimore, MD · On-site

$19.70 - $21.67/hr

A Driver Trainee will be trained by Republic Services to obtain a commercial driver's license (CDL) ... Life insurance and accidental death & dismemberment insurance. Employee and Family Assistance ...

Republic Services

Driver Trainee

Baltimore, MD · On-site

$19.70 - $21.67/hr

A Driver Trainee will be trained by Republic Services to obtain a commercial driver's license (CDL) ... • Life insurance and accidental death & dismemberment insurance. • Employee and Family ...

Graybar

Sales Trainee

Baltimore, MD

$28/hr

Our Sales Trainees are exposed to all areas of our business and are given the opportunity to ... Life Insurance coverage for you and options for your family. * Save on expenses with Flexible ...

Ryder

Operations Management Trainee

Baltimore, MD

This requires the Manager Trainee to work cross functionally across Operations, Asset Management ... life insurance and disability insurance options, as well as paid time off for vacation, illness ...

Graybar

Sales Trainee

Baltimore, MD · On-site

$28/hr

Our Sales Trainees are exposed to all areas of our business and are given the opportunity to ... Life Insurance coverage for you and options for your family. * Save on expenses with Flexible ...

Cintas

Management Trainee

Jessup, MD

$61K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... Disability, Life and AD&D Insurance, 100% Company Paid Paid Time Off and Holidays Skills ...

Cintas

Management Trainee

Jessup, MD · On-site

$61K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... Life and AD&D Insurance, 100% Company Paid • Paid Time Off and Holidays • Skills Development ...

Ryder

operations management trainee

Glen Burnie, MD · On-site

Summary The Operations Management Trainee will support the shop management process and assist in ... life insurance and disability insurance options, as well as paid time off for vacation, illness ...

Cintas

Management Trainee

Baltimore, MD

$61K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... Disability, Life and AD&D Insurance, 100% Company Paid Paid Time Off and Holidays Skills ...

Cintas

Management Trainee

Laurel, MD · On-site

$67K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... Life and AD&D Insurance, 100% Company Paid • Paid Time Off and Holidays • Skills Development ...

Cintas

Management Trainee

Laurel, MD

$67K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... Disability, Life and AD&D Insurance, 100% Company Paid Paid Time Off and Holidays Skills ...

Cintas

Management Trainee

Baltimore, MD · On-site

$61K/yr

The Management Trainee will work closely with experienced managers to learn about Outside Sales ... Life and AD&D Insurance, 100% Company Paid • Paid Time Off and Holidays • Skills Development ...

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All JobsLife Insurance JobsTrainee Life Insurance JobsTrainee Life Insurance Jobs in Baltimore, MD

Trainee Life Insurance information

See Baltimore, MD salary details

$25.3K

$43.3K

$63.1K

How much do trainee life insurance jobs pay per year?

As of Aug 25, 2026, the average yearly pay for trainee life insurance in Baltimore, MD is $43,253.00, according to ZipRecruiter salary data. Most workers in this role earn between $32,800.00 and $50,700.00 per year, depending on experience, location, and employer.

What does a trainee life insurance agent do?

A Trainee Life Insurance agent undergoes training to learn how to sell life insurance policies, understand client needs, and provide suitable coverage recommendations. They often shadow experienced agents, study insurance products, and develop skills in sales, customer service, and compliance. The training period usually includes both classroom instruction and on-the-job learning to prepare them for a full agent role.

What are the key skills and qualifications needed to thrive as a trainee life insurance professional?

To thrive as a Trainee Life Insurance professional, you need foundational knowledge of insurance products, sales principles, and typically a high school diploma or bachelor's degree. Familiarity with customer relationship management (CRM) software and insurance-specific platforms, along with relevant certifications like state insurance licensing, is often required. Strong interpersonal skills, active listening, and resilience help build client trust and drive sales success. These skills and qualifications are crucial for effectively serving clients, adhering to regulations, and achieving growth in a competitive industry.

What are some typical challenges faced by trainee life insurance agents during their first few months on the job?

Trainee Life Insurance agents often encounter challenges such as building a client base from scratch, learning to effectively communicate complex insurance products, and handling client rejections. The first few months can be demanding as you balance ongoing training with prospecting and meeting sales targets. Support from mentors and regular feedback sessions are common practices to help trainees overcome these hurdles and develop their confidence and skills.

What is the difference between Trainee Life Insurance vs Life Insurance Agent?

AspectTrainee Life InsuranceLife Insurance Agent
CredentialsTypically no required licenses initially; licensing needed to sell policiesRequires licensing and certifications to sell insurance products
Work EnvironmentTraining programs, office settings, or remote learningClient meetings, sales offices, or remote work
Employer & Industry UsageInsurance companies, training firmsInsurance agencies, brokerages
Search & Comparison IntentUnderstanding entry-level roles and trainingSales techniques, licensing, and career progression

The main difference is that a Trainee Life Insurance is an entry-level position focused on training and gaining licensing, while a Life Insurance Agent is a licensed professional actively selling policies. Trainees typically undergo training programs before becoming licensed agents, who then handle client consultations and sales.

What are the most commonly searched types of Life Insurance jobs in Baltimore, MD?

The most popular types of Life Insurance jobs in Baltimore, MD are:

Trainee Life Insurance jobs near you
Infographic showing various Trainee Life Insurance job openings in Baltimore, MD as of June 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $43,253 per year, or $20.8 per hour.

Insurance Agent Trainee

Baltimore, MD • On-site

Kemper
Machinery Manufacturing • 1 - 10 employees
Learn more about Kemperexternal

Full-time

Medical, Dental, Life, Retirement, PTO

Re-posted 10 days ago

Job description

Location(s)

Baltimore, Maryland

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 a high-performing culture, 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 are helping to 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 that has been in business for 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 income potential. 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, 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 across our organization and we work diligently to maintain a workplace 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 like WireApp or Skype to communicate with candidates.If you receive such a message, delete it.

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