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Entry Level Group Insurance Sales Jobs in Silver Spring, MD

Optavise

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INSURANCE SALES REPRESENTATIVE

Washington, DC · On-site

Mid-Atlantic Region We are actively expanding our team and seeking experienced insurance sales professionals to join a high-performing group specializing in supplemental benefits for federal ...

Comparion

Insurance Sales Agent (Comparion)

Towson, MD · On-site +1

$65K/yr

Use insurance sales technology, relationship management tools, and multi-carrier platforms to ... Comparion is owned and backed by Liberty Mutual Group, a Fortune 100 company, founded in 1912 ...

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All JobsEntry Level Group Insurance Sales JobsEntry Level Group Insurance Sales Jobs in Silver Spring, MD

Entry Level Group Insurance Sales information

See Silver Spring, MD salary details

$30K

$65.6K

$103.4K

How much do entry level group insurance sales jobs pay per year?

As of Jun 28, 2026, the average yearly pay for entry level group insurance sales in Silver Spring, MD is $65,587.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,600.00 and $78,000.00 per year, depending on experience, location, and employer.

What is the difference between Entry Level Group Insurance Sales vs Entry Level Life Insurance Agent?

AspectEntry Level Group Insurance SalesEntry Level Life Insurance Agent
Required CredentialsBasic insurance license, sales trainingLife insurance license, sales training
Work EnvironmentCorporate offices, insurance agenciesIndependent, agency-based or direct sales
Employer & Industry UsageInsurance companies, brokers, agenciesInsurance companies, brokers, agencies
Search & Comparison IntentUnderstanding sales roles in group insuranceUnderstanding entry-level life insurance sales roles

Entry Level Group Insurance Sales and Entry Level Life Insurance Agent roles both require insurance licensing and sales skills. The main difference lies in the focus: group insurance sales target employer-sponsored plans, often within corporate settings, while life insurance agents typically sell individual policies. Both roles are common in insurance agencies and companies, but their target markets and sales approaches differ.

What are the most commonly searched types of Group Insurance Sales jobs in Silver Spring, MD? The most popular types of Group Insurance Sales jobs in Silver Spring, MD are:
What cities near Silver Spring, MD are hiring for Entry Level Group Insurance Sales jobs? Cities near Silver Spring, MD with the most Entry Level Group Insurance Sales job openings:
Entry Level Group Insurance Sales jobs near you
INSURANCE SALES REPRESENTATIVE

INSURANCE SALES REPRESENTATIVE

Optavise

Washington, DC • On-site

Full-time

Posted 20 days ago

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Job description

INSURANCE SALES REPRESENTATIVE – FEDERAL EMPLOYEE BENEFITS

Territory: Mid-Atlantic Region

We are actively expanding our team and seeking experienced insurance sales professionals to join a high-performing group specializing in supplemental benefits for federal employees.

WHAT YOU'LL DO:

• Conduct on-site enrollment events at federal employee worksites throughout Maryland, Washington, D.C., Virginia, North Carolina, and Delaware

This is an in-person position.  This is not an ad for a remote position  

• Present and enroll employees in Life, Accident & Disability, Cancer, and Heart Attack/Stroke insurance plans

• Travel regularly across the territory — this is a road-based, field sales role

• Work alongside the team members during enrollment events as part of a coordinated deployment model

• Build lasting relationships with facility contacts to support repeat visits

WHAT WE'RE LOOKING FOR:

• Active Life & Health insurance license in MD, DC, or DE (or ability to obtain quickly)

• Minimum 1–2 years of insurance sales experience — worksite, voluntary benefits, or group enrollment experience strongly preferred

• Comfortable with consistent travel across a multi-state territory as part of a structured weekly schedule

• Team-oriented mindset — you'll work alongside a partner in the field, not independently

• Proven ability to hit production targets in a self-directed environment

• Comfortable presenting to individuals and small groups in a workplace setting

• High integrity, professional presentation, and strong follow-through

• Experience with Aflac, Colonial Life, Combined Insurance, Transamerica, or similar carriers is a major plus

WHAT WE OFFER:

• Competitive commission structure with strong earning potential

• Defined territory with an established book of federal facility contacts

• Structured team deployment model — you won't be out there alone

• Flexible scheduling built around enrollment event calendars

• A leadership team invested in your growth and success

This is a 1099 independent contractor position. Compensation is 100% commission-based. Top performers in our territory consistently earn six figures. Monthly and Annual bonuses, along with 100% company funded incentive trips

If you're a self-motivated insurance professional who thrives in a field sales environment, enjoys travel, and wants a territory with real infrastructure, we want to hear from you.