Insurance Sales Representative Jobs in Maryland
Insurance Sales Representative jobs in Maryland are consistently in demand, with active hiring concentrated in the health and life insurance sectors serving the state's large federal employee base, employer groups, and an aging population across suburban corridors. Baltimore, Annapolis, and the D.C. suburbs of Montgomery and Prince George's Counties generate the most openings, where established carriers and agencies such as CareFirst BlueCross BlueShield, Transamerica, and Allstate maintain a strong hiring presence. The most sought-after specialties include Medicare and Medicaid supplemental plans, group benefits, and commercial lines tied to Maryland's government contracting economy. Find a role that fits below and apply directly.
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Job Overview
If you're a client-focused insurance professional who enjoys solving problems, building relationships, and helping businesses succeed, we'd love to hear from you. Yates Insurance Agency in Edgewater, Maryland, is looking for a motivated and dynamic individual to join our team. If you have a passion for delivering excellent customer service and enjoy working in a proactive environment and building rapport with others, this is the role for you! Continue growing your knowledge with our mentorship and training. You will also have the opportunity for advancement. Apply now to join our team and our commitment to customer satisfaction and success.
Salary Range: $65,000.00 - $80,000.00 per year
Benefits
Annual Base Salary + Bonus Opportunities
Paid Time Off (PTO)Health Insurance
Mon-Fri Schedule
Retirement Plan
Dental Insurance
Vision Insurance
Team Environment
Career Growth Opportunities
Hands on Training
Appreciation lunches
Paid Holidays
weekends off
37.5 hour work week
Profit Sharing
Employee appreciation lunches
Performance Bonuses
Collaborative Work Environment
Community Involvement
Casual Fridays
Reduced Friday Summer Hours
Team Building Events
Requirements
- Active Maryland Property & Casualty Insurance license.
- 3 years' experience in commercial insurance account management.
- Strong knowledge of commercial insurance products, underwriting, and risk management.
- Excellent communication and client relationship skills.
- Organized and able to manage multiple priorities effectively.
- Comfortable using agency management systems and business software.
- Positive, proactive, and client-focused mindset.
Responsibilities
- Manage a portfolio of commercial insurance clients, serving as a trusted advisor and primary point of contact.
- Build long-term client relationships by understanding each business's unique operations, goals, and risk exposures.
- Conduct detailed risk assessments and develop tailored insurance strategies that support client growth and protection.
- Partner with top insurance carriers to secure competitive coverage options and negotiate favorable policy terms.
- Present policy proposals and renewals with confidence, translating complex coverage details into clear, actionable recommendations.
- Deliver exceptional service by responding quickly to client needs, policy changes, claims support, and endorsements.
- Stay ahead of industry trends and market conditions to provide proactive guidance and innovative risk management solutions.
See All 24 Insurance Sales Representative Jobs in Maryland
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Find JobsInsurance Sales Representative Jobs by City in Maryland
Where Maryland roles are concentrated, by current openings.
Insurance Sales Representative Job Market in Maryland
A snapshot from current Maryland openings, updated as new roles post.
Who's Hiring

Top Industries Hiring
- Insurance
- Transportation & Logistics
What Maryland Employers Look For
The qualifications that appear most often in insurance sales representative jobs across Maryland.
- Active Maryland Property and Casualty or Life and Health producer license required
- Proven ability to prospect, qualify, and close individual or commercial insurance accounts
- Strong knowledge of Medicare, Medicaid supplement, or employer group benefit products
- Valid driver's license and access to reliable transportation for client visits
- Proficiency with CRM platforms to manage pipeline and track client interactions
- High school diploma required, bachelor's degree in business or finance preferred
Insurance Sales Representative Jobs in Maryland: Frequently Asked Questions
How do you become a insurance sales representative in Maryland?
You must obtain a Maryland insurance producer license through the Maryland Insurance Administration before selling any policy in the state. The path requires completing a state-approved prelicensing course, passing the Maryland insurance licensing exam for your chosen line of authority (Life and Health or Property and Casualty), submitting a background check, and applying through the National Insurance Producer Registry. Most employers expect you to hold an active license before your start date.
Which companies hire insurance sales representatives in Maryland?
Employers hiring insurance sales representatives in Maryland right now include State Farm, HAZAR INSURANCE, and The Gainey Agency, based on current listings on Migrate Mate as of September 2026. Maryland's large federal workforce and dense suburban population make it a strong market for carriers and independent agencies focused on group benefits, Medicare plans, and commercial lines.
Which Maryland cities have the most insurance sales representative jobs?
Baltimore, Beltsville, and Kensington are where the most insurance sales representative openings in Maryland are concentrated. Baltimore anchors the market as the state's largest city and home to major health systems and regional carriers, while the D.C.-adjacent suburbs in Montgomery and Prince George's Counties draw volume from the federal employee and contractor population that needs group and supplemental coverage.
Are there remote insurance sales representative jobs in Maryland?
Yes, but they're less common than in purely desk-based fields since client relationship-building and in-person appointments remain central to the role. About 73% of insurance sales representative openings tied to Maryland are remote or hybrid as of September 2026, reflecting a partial shift in how carriers manage inside sales teams. Remote openings tend to be in inside sales, Medicare telesales, and employer group enrollment rather than field or territory-based roles.
How can I get hired as a insurance sales representative in Maryland with little or no experience?
The most realistic entry path is obtaining your Maryland producer license first, which signals commitment and makes you eligible to start producing immediately. Large Maryland carriers such as CareFirst BlueCross BlueShield and regional independent agencies regularly hire unlicensed or newly licensed candidates into trainee or associate agent roles, providing product training and leads. Roles in customer service, inside sales, or benefits administration at insurance companies are common lateral moves that open the door to a full sales position.
Where can I find and apply to insurance sales representative jobs in Maryland?
You can find and apply to insurance sales representative jobs in Maryland on Migrate Mate, which lists current Maryland openings from carriers, agencies, and employer benefits teams across the state. Find roles that fit your license type, preferred line of business, and location, then apply directly.
See All 24 Insurance Sales Representative Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
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