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Insurance Sales Associate Jobs in Cumberland, MD

Dollar General

LEAD SALES ASSOCIATE-FT in LAVALE, MD S00874

MD · On-site

$16.75 - $19.25/hr

The Lead Sales Associate helps maintain a clean, well-organized store with a customer-first focus ... Available benefit programs include health insurance coverage options, a variety of supplemental ...

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All JobsInsurance Sales Associate JobsInsurance Sales Associate Jobs in Cumberland, MD

Insurance Sales Associate information

See Cumberland, MD salary details

$18.2K

$63K

$135K

How much do insurance sales associate jobs pay per year?

As of Aug 18, 2026, the average yearly pay for insurance sales associate in Cumberland, MD is $63,035.00, according to ZipRecruiter salary data. Most workers in this role earn between $43,400.00 and $78,800.00 per year, depending on experience, location, and employer.

What does an insurance sales associate do?

An Insurance Sales Associate helps clients understand and purchase insurance policies that best fit their needs, such as auto, home, health, or life insurance. They explain policy options, answer questions, and process applications. Additionally, they may follow up with clients to review coverage and assist with claims or policy updates. Their role combines customer service, product knowledge, and sales skills to build lasting client relationships.

What are the key skills and qualifications needed to thrive as an insurance sales associate, and why are they important?

To thrive as an Insurance Sales Associate, you need strong sales skills, product knowledge, and often a state insurance license. Familiarity with CRM software, quoting tools, and underwriting systems is typically required. Outstanding communication, active listening, and relationship-building abilities help you connect with clients and close sales. These skills are essential for meeting sales targets, ensuring customer satisfaction, and complying with industry regulations.

What are some common challenges faced by insurance sales associates, and how can they be overcome?

Insurance Sales Associates often encounter challenges such as building a steady client base, handling rejections, and keeping up with changing insurance products. Success in this role requires persistence, strong interpersonal skills, and continuous learning. Many associates find it helpful to develop effective networking strategies, leverage CRM tools, and participate in ongoing training offered by their agency or company. Collaboration with experienced team members and seeking mentorship can also provide valuable support and insight.

What is the difference between Insurance Sales Associate vs Insurance Agent?

AspectInsurance Sales AssociateInsurance Agent
CredentialsTypically requires a license, sometimes a certification depending on stateRequires a state license to sell insurance products
Work EnvironmentOften works in insurance offices, call centers, or retail locationsWorks independently or with agencies, meeting clients in person or remotely
Employer & Industry UsageEmployed by insurance companies or agencies, focusing on sales supportRepresents insurance companies or agencies, selling policies directly to clients
Common Search & ComparisonOften compared for entry-level roles or sales positions in insuranceCompared for licensed professionals selling insurance policies

In summary, Insurance Sales Associates typically support sales efforts and may require licensing, but their role is more focused on assisting and customer service. Insurance Agents are licensed professionals who directly sell insurance policies and represent insurance companies or agencies. Both roles are essential in the insurance industry but differ mainly in responsibilities and licensing requirements.

What are the most commonly searched types of Insurance Sales jobs in Cumberland, MD?

The most popular types of Insurance Sales jobs in Cumberland, MD are:

What job categories do people searching Insurance Sales Associate jobs in Cumberland, MD look for?

The top searched job categories for Insurance Sales Associate jobs in Cumberland, MD are:

What cities near Cumberland, MD are hiring for Insurance Sales Associate jobs?

Cities near Cumberland, MD with the most Insurance Sales Associate job openings:

Insurance Sales Associate jobs near you
Infographic showing various Insurance Sales Associate job openings in Cumberland, MD as of August 2026, with employment types broken down into 1% As Needed, 66% Full Time, 29% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $63,035 per year, or $30.3 per hour.

Insurance Representative

Transamerica Life Insurance Company

Cumberland, MD • On-site

$60K - $75K/yr

Full-time

Re-posted yesterday

Job description

The Insurance Representative is directly responsible for writing new quality business, conserving existing business, providing ongoing quality service to policy owners in accordance with the Insurance Representative’s Agreement and maintaining a program of continuous self-improvement. The primary aspect of the Insurance Representative position is to sell. All other functions, particularly policy owner services, provide the opportunities to increase sales activity.

The Representative reports directly to a Managing Representative, Associate Director or Managing Director and is expected to meet weekly and annual objectives agreed upon with his/her immediate supervisor for the number of submitted life & health applications, life and health placements, life & health annualized controllable increase, Personal Financial Planning (PFP) sales interviews, Quality Life Check-ups (QLCs), first year and renewal persistency, first year and renewal lapse limits and all other required annual objectives. The Representative, with his/her immediate supervisor’s approval, is responsible for the creation, development and implementation of action plans that are consistent with Company and personal objectives. In order to accomplish these goals, the Representative has to demonstrate the ability to work without close supervision and to work evening hours and weekends. The Representative is expected to perform at levels that will result in net premium growth on the agency to which he/she is assigned.

The Representative will establish annual individualized objectives on the Representative’s Marketing Plan. He/she will create, develop and implement the methods/activities/action plans necessary to achieve the annual objectives. The Representative will participate in an individual Action Planning Conference (APC) with his/her direct supervisor on a regular basis for the purpose of meeting the individual’s activity, sales, service and training goals established in the Representative’s Marketing Plan.

The Representative is expected to perform at levels that will result in net premium growth on the agency to which he/she is assigned.

Qualifications

Education – High school diploma required. An undergraduate college degree, in a business-related field (i.e., marketing, business administration, management, etc.) preferred.

Years and type of experience required/preferred – One to 3 years of experience in an insurance sales environment preferred, but not required.

Life and health insurance license is required.

Valid driver’s license and dependable/reliable transportation.

Establishes high goals and expectations. Able to start and persist with specific courses of action while exhibiting high motivation and a sense of urgency; willing to commit to long hours of work and make personal sacrifice in order to reach goals. Conducts oneself and communicates in a professional manner. 

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