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Find Business Insurance Agents Near You in Annapolis, MD

Browse business insurance agents serving Annapolis, Maryland. Updated 2026-07-14.

The top-rated business insurance agent in Annapolis, Maryland is Mathes Insurance Advisors, Inc., rated 4.9 stars across 428 reviews. Other highly rated options include JSR Insurance, Debbie Hart - State Farm Insurance Agent, CNR Insurance Inc. This directory lists 21 business insurance agents serving Annapolis.

Showing 21 business insurance agents in Annapolis, MDListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Mathes Insurance Advisors, Inc.2525 Riva Rd Suite 105(410) 295-9900
2JSR Insurance793 Fairview Ave(443) 529-9109
3Debbie Hart - State Farm Insurance Agent49 Old Solomons Island Rd Ste 203(410) 266-5353
4CNR Insurance Inc166 West St(410) 897-9890
5Goosehead Insurance - Tim Coe1125 West St Suite 200, Office 244(443) 924-6704
6Sylvia Hopkins - GEICO Insurance Agent102 Old Solomons Island Rd Suite 301(410) 571-7722
7Old Bay Insurance Agency133 Defense Hwy #214(410) 777-5390
8Roslynne Ross: Auto Insurance914 Forest Dr #201(410) 280-1928
9Built For Life Financial Agency147 Old Solomons Island Rd Suite 200(240) 375-0404
10Marshelle Ball - State Farm Insurance Agent175 Admiral Cochrane Dr # 200(443) 808-8741
MI
2525 Riva Rd Suite 105
Mathes Insurance Advisors, Inc.
Business Insurance Agent · Annapolis, MD

Mathes Insurance Advisors, Inc. serves the Annapolis metro area and surrounding Anne Arundel County as a business insurance agent. The company helps local enterprises obtain essential commercial coverage that protects their operations, assets, and liabilities. General liability and property insurance form the foundation of policies arranged for small to mid-sized businesses. Additionally, they handle workers’ compensation insurance to safeguard employees and their income against workplace injuries. Commercial auto insurance and professional liability coverage are also among the specific services this agency manages for its clients.

JI
793 Fairview Ave
JSR Insurance
Business Insurance Agent · Annapolis, MD

JSR Insurance provides business insurance coverage for small and mid-sized companies in the Annapolis area. Its services include general liability, property, and workers’ compensation policies tailored to local risk factors. The agency offers periodic policy reviews to ensure coverage keeps pace with business growth and regulatory changes. It also assists clients with claims filing and risk management advice. JSR Insurance typically works with retail stores, restaurants, professional offices, apartments, and single-family homes being used for business purposes.

DH
49 Old Solomons Island Rd Ste 203
Debbie Hart - State Farm Insurance Agent
Business Insurance Agent · Annapolis, MD

Debbie Hart - State Farm Insurance Agent serves homeowners, local businesses, and property managers in Annapolis, Maryland. The agency provides business insurance policies tailored to protect commercial assets, liability risks, and operational continuity. Personal lines such as auto, home, and renters coverage are also available for individuals. The office focuses on helping clients understand their coverage needs and select appropriate limits. Service areas include Annapolis and extend into the surrounding Anne Arundel County communities, including nearby Parole.

CI
166 West St
CNR Insurance Inc
Business Insurance Agent · Annapolis, MD

Based in Annapolis, Maryland, CNR Insurance Inc works with companies to distinguish between one-time business insurance policies, often used for a specific project or event, and recurring coverage that renews annually to protect ongoing operations. Their standard suite of coverage options typically safeguards against general liability, property damage, and workers’ compensation claims that arise during normal commercial activity. Operating entirely on a recurring schedule, business insurance policies are renewed each term to ensure continuous asset protection and compliance.

GI
1125 West St Suite 200, Office 244
Goosehead Insurance - Tim Coe
Business Insurance Agent · Annapolis, MD

Businesses in Annapolis, MD can choose between a one-time policy review and ongoing account management for a single coverage package or a tailored combination of policies. Goosehead Insurance - Tim Coe provides business insurance agent services that help local companies obtain general liability, property, and workers' compensation protection. The agency also assists with commercial auto and professional liability policies needed by area firms. Service runs strictly on an as-needed basis, allowing clients to request support whenever their business insurance needs change.

SH
102 Old Solomons Island Rd Suite 301
Sylvia Hopkins - GEICO Insurance Agent
Business Insurance Agent · Annapolis, MD

Serving Annapolis and surrounding Anne Arundel County communities, Sylvia Hopkins - GEICO Insurance Agent provides business insurance services for local enterprises. It handles coverage options for small retail shops, professional offices, and service-based contractors operating throughout the region. The agency works with clients to identify liability, property, and income protection needs appropriate for their specific commercial activities. For each engagement, it follows a straightforward process of reviewing the business’s operations, discussing coverage gaps, and presenting a suitable policy proposal.

OB
133 Defense Hwy #214
Old Bay Insurance Agency
Business Insurance Agent · Annapolis, MD

Old Bay Insurance Agency in Annapolis, Maryland provides specialty services such as tailored liability coverage and commercial property protection for a range of local businesses. It also works with business owners to craft general insurance packages that address standard operational risks, including worker’s compensation and business interruption needs. As seasonal storms affect the Chesapeake Bay area, the agency helps companies secure appropriate flood and wind damage coverage to maintain continuous operations.

RR
914 Forest Dr #201
Roslynne Ross: Auto Insurance
Business Insurance Agent · Annapolis, MD

As spring storms and seasonal traffic shifts create new risks on roads around Annapolis, drivers in Anne Arundel County often review their coverage. Roslynne Ross: Auto Insurance provides business insurance agent services tailored to these local conditions, helping clients navigate policy options for personal vehicles and commercial fleets. Understanding that area weather and commuting patterns affect premiums, the agency works to match each driver with appropriate protection plans. An initial assessment of current coverage and driving history typically begins this process to identify potential gaps or savings.

BF
147 Old Solomons Island Rd Suite 200
Built For Life Financial Agency
Business Insurance Agent · Annapolis, MD

Built For Life Financial Agency in Annapolis, Maryland provides business insurance coverage. The agency specializes in tailoring policies to protect small and mid-sized companies from common operational risks, including liability and property damage. Their advisors emphasize matching coverage to each client's specific exposure profile. The firm serves a variety of commercial sectors, including local offices, warehouses, and food service establishments, addressing the unique liability and asset protection needs of each industry.

MB
175 Admiral Cochrane Dr # 200
Marshelle Ball - State Farm Insurance Agent
Business Insurance Agent · Annapolis, MD

Marshelle Ball - State Farm Insurance Agent in Annapolis, MD, serves local homeowners with residential insurance policies that protect personal property and liability needs. This agency also provides commercial coverage for small businesses in the area, helping owners manage workplace risks and asset protection. Serving the Annapolis region, the team works closely with clients to review changing coverage requirements. Customers can expect follow-up service between regular policy check-ins to adjust plans as their business or household shifts.

OB
339 Buschs Frontage Rd #206
O'Brien & Associates
Business Insurance Agent · Annapolis, MD
(410) 571-5900
obrienandassoc.com
RI
1831 Forest Dr # A
Reyes Insurance LLC
Business Insurance Agent · Annapolis, MD
(443) 440-0989
reyesinsuranceservices.com
BA
1 Annapolis St STE 100
Bay Area Insurance
Business Insurance Agent · Annapolis, MD
(410) 647-7333
bayareains.com
HM
2498 Riva Rd
Henry M Murray Insurance Agency
Business Insurance Agent · Annapolis, MD
(410) 224-2664
henrymurray.com
SB
108 Old Solomons Island Rd Bldg 2
Simpson and Blom Insurance
Business Insurance Agent · Annapolis, MD
(410) 573-9104
simpsonandblom.com
RS
2049 West St Suite 202
Ramsey's Insurance, Inc
Business Insurance Agent · Annapolis, MD
(410) 266-9363
ramseys-insurance.com
JM
111 Forbes St
Jack Martin Insurance Advisors
Business Insurance Agent · Annapolis, MD
(410) 263-8000
askjack.cc
GI
1125 West St Suite 222
Goosehead Insurance - Silver Glover
Business Insurance Agent · Annapolis, MD
(443) 926-9113
goosehead.com/agents/md/annapolis/silver-glover
FS
1997 Annapolis Exchange Ste 300
Full Sail Insurance
Business Insurance Agent · Annapolis, MD
(410) 671-0928
fullsailinsurance.com
GI
1997 Annapolis Exchange Suite 410
Goosehead Insurance - Brian Madden
Business Insurance Agent · Annapolis, MD
(301) 476-6012
goosehead.com/agents/md/annapolis/brian-madden
HI
170 Jennifer Rd Suite 205
HUB International
Business Insurance Agent · Annapolis, MD
(410) 266-8888
hubinternational.com/offices/us/maryland/annapolis-jennifer-road

What Does a a Business Insurance Agent in Annapolis Cost?

The cost of business insurance in Maryland varies by industry, revenue, and coverage limits. A small retail shop in Annapolis might pay between $500 and $1,500 per year for general liability. A construction contractor could pay $3,000 to $10,000 annually for a package policy including workers compensation. Premiums also depend on your claims history and payroll. This is general information and not insurance advice.

About business insurance agents in Annapolis

Business insurance agents in Annapolis, Maryland help local companies secure coverage for property, liability, and workers compensation. Maryland law requires most employers to carry workers compensation insurance for their employees. An agent can guide you through the specific requirements for Annapolis businesses, including compliance with the Maryland Insurance Administration rules.

Frequently Asked Questions

What types of business insurance are required in Maryland?

Maryland requires workers compensation insurance for most employers with one or more employees. Commercial auto insurance is required for any business-owned vehicles. Other coverages like general liability are not state-mandated but are often required by landlords or contracts.

How do I find a licensed business insurance agent in Annapolis?

You can verify an agents license through the Maryland Insurance Administration website. Many Annapolis agents specialize in local industries such as marine, hospitality, or construction. Ask for references and compare quotes from multiple agents.

Does Maryland have a specific time limit to report a business insurance claim?

Maryland insurance policies typically require you to notify the insurer promptly after a loss. Most commercial policies set a 30 to 60 day window for filing a claim. Check your specific policy for exact deadlines.

Business Insurance Agents in Other Maryland Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each business insurance agent's credentials and current standing with your state Department of Insurance.