ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency, broker, or licensed producer. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. Except where a listing is clearly marked Featured, no agent listed on this site has paid for their listing. Featured listings are paid advertisements. This is an advertisement.

Find Workers' Compensation Insurance Agents Near You in Annapolis, MD

Browse workers' compensation insurance agents serving Annapolis, Maryland. Updated 2026-07-14.

The top-rated workers' compensation 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 23 workers' compensation insurance agents serving Annapolis.

Showing 23 workers' compensation 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
7Marshelle Ball - State Farm Insurance Agent175 Admiral Cochrane Dr # 200(443) 808-8741
8O'Brien & Associates339 Buschs Frontage Rd #206(410) 571-5900
9Bay Area Insurance1 Annapolis St STE 100(410) 647-7333
10Henry M Murray Insurance Agency2498 Riva Rd(410) 224-2664
MI
2525 Riva Rd Suite 105
Mathes Insurance Advisors, Inc.
Workers' Compensation Insurance Agent · Annapolis, MD

Mathes Insurance Advisors, Inc. serves the Annapolis, Maryland area as a workers’ compensation insurance agent. This agency assists local employers in securing policies that provide medical care and wage replacement for employees injured on the job. They help businesses navigate the specific compliance requirements for workers’ compensation coverage in the region. Mathes Insurance Advisors works with clients to review their payroll classifications and claims histories. It manages policy renewals and conducts periodic audits to ensure coverage remains accurate and adequate.

JI
793 Fairview Ave
JSR Insurance
Workers' Compensation Insurance Agent · Annapolis, MD

JSR Insurance provides workers’ compensation coverage and risk management guidance to businesses in the Annapolis area. It helps local employers secure policies that protect their employees and comply with Maryland regulations. The agency typically offers policy reviews, claims assistance, and routine check-ins to ensure coverage remains appropriate as businesses evolve. Clients in construction, healthcare, and manufacturing often use its services. It also customizes plans for commercial properties, including single-family homes, apartments, retail spaces, and restaurants.

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

Homeowners, property managers, and local business owners in Annapolis turn to Debbie Hart - State Farm Insurance Agent for workers' compensation insurance guidance. This agency helps employers secure coverage that meets state requirements while protecting their workforce. Services include policy evaluation, claims support, and risk management advice tailored to the needs of small and medium-sized companies. The firm also assists clients in the broader Anne Arundel County area, including communities such as Severna Park.

CI
166 West St
CNR Insurance Inc
Workers' Compensation Insurance Agent · Annapolis, MD

CNR Insurance Inc serves clients in Annapolis, Maryland, and the surrounding Anne Arundel County communities. The firm handles workers' compensation insurance policies to protect local businesses and their employees. It procures coverage that addresses medical expenses and lost wages for work-related injuries. CNR Insurance analyzes each business's operations to assess liability exposures and regulatory compliance needs. It customizes policy options from multiple carriers to align with specific industry risks and budget constraints. The agency then manages the entire application process and provides ongoing support for claims management.

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

Goosehead Insurance - Tim Coe provides specialized workers’ compensation insurance for businesses in the Annapolis area. The agency guides local employers through coverage options that address employee injury claims and compliance requirements. It assists with structuring policies that protect both small firms and larger operations during regular operations. As weather shifts increase seasonal risks like slips on wet docks or icy parking lots, the agency helps businesses adjust their coverage and safety protocols to meet those heightened exposure periods.

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

Sylvia Hopkins - GEICO Insurance Agent in Annapolis, MD provides workers' compensation insurance through either a one-time policy for a single project or a recurring, ongoing plan for established operations. Coverage typically includes medical expenses, lost wages, and legal protection for work-related injuries. As a local agent, she helps business owners understand compliance with state regulations and select appropriate limits for their specific industry. Her service for new and existing clients operates on a one-time, scheduled, or as-needed basis.

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

As local businesses in Annapolis gear up for the higher risk of workplace injuries during the busy spring construction season, Marshelle Ball - State Farm Insurance Agent provides coverage tailored to regional employers. The agency helps small commercial clients navigate complex liability requirements unique to workers’ compensation insurance. An initial assessment of the employer’s payroll size and industry classification is typically conducted during an in-person or virtual inspection of the work premises.

OB
339 Buschs Frontage Rd #206
O'Brien & Associates
Workers' Compensation Insurance Agent · Annapolis, MD

O'Brien & Associates in Annapolis, Maryland, assists local businesses with securing workers' compensation insurance policies that meet state requirements. The agency specializes in helping employers manage risk, reduce claim costs, and navigate compliance with Maryland’s workers' compensation laws. It provides tailored coverage solutions for a range of commercial sectors, including office environments, large and small warehouse facilities, and food service operations such as restaurants and caterers.

BA
1 Annapolis St STE 100
Bay Area Insurance
Workers' Compensation Insurance Agent · Annapolis, MD

Bay Area Insurance provides residential service for clients seeking workers' compensation coverage in Annapolis. The agency also handles commercial policies, assisting small businesses and larger companies with their employee insurance needs throughout the local area. They help employers understand mandatory coverage requirements and manage claims when workplace injuries occur. After an initial policy is set, the agent can arrange follow-up service between regular visits to adjust coverage as a business grows or changes operations.

HM
2498 Riva Rd
Henry M Murray Insurance Agency
Workers' Compensation Insurance Agent · Annapolis, MD
SB
108 Old Solomons Island Rd Bldg 2
Simpson and Blom Insurance
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 573-9104
simpsonandblom.com
RS
2049 West St Suite 202
Ramsey's Insurance, Inc
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 266-9363
ramseys-insurance.com
JM
111 Forbes St
Jack Martin Insurance Advisors
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 263-8000
askjack.cc
LI
1910 Towne Centre Blvd Suite 250
Lindquist Insurance
Workers' Compensation Insurance Agent · Annapolis, MD
(443) 837-3200
lindquistinsurance.com
GI
888 Bestgate Rd Suite 104
Gallagher Insurance, Risk Management & Consulting
Workers' Compensation Insurance Agent · Annapolis, MD
assuredpartners.com/annapolis
DE
2553 Housley Rd Suite 210
DONALDSON & EMERSON INC.
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 857-1010
erieinsurance.com/agencies/md/westminster/bb2731
HI
2530 Riva Rd Suite 402
HWP Insurance
Workers' Compensation Insurance Agent · Annapolis, MD
(443) 603-9200
hwphillips.com
WI
807 Skippers Ln Unit 2
Weitzel Insurance Services
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 216-0143
askwis.com
DE
2553 Housley Rd Suite 210
Donaldson & Emerson, Inc.
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 857-1010
donaldsonemerson.com
MP
133 Defense Hwy #214
Maryland Permanent Insurance
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 777-5390
oldbayinsurance.com
JM
135 Old Solomons Island Rd
Jack Martin & Associates
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 626-1000
jackmartin.com
HI
170 Jennifer Rd Suite 205
HUB International
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 266-8888
hubinternational.com/offices/us/maryland/annapolis-jennifer-road
RK
1997 Annapolis Exchange Ste 300
A R Keir Inc Insurance
Workers' Compensation Insurance Agent · Annapolis, MD
(410) 721-8600
arkeir.com

What Does a a Workers' Compensation Insurance Agent in Annapolis Cost?

Workers compensation insurance costs in Maryland average between 1.50 and 3.00 dollars per 100 dollars of payroll for low risk office jobs. High risk industries like construction can cost 10.00 to 20.00 dollars per 100 dollars of payroll. Premiums depend on your business class code payroll history and claims experience. This is general information and not insurance advice.

About workers' compensation insurance agents in Annapolis

Workers compensation insurance agents in Annapolis help local businesses meet Maryland state requirements. Maryland law requires most employers with one or more employees to carry workers comp coverage. An agent can guide you through policy options and ensure compliance with the Maryland Workers Compensation Commission.

Frequently Asked Questions

Who needs workers compensation insurance in Annapolis Maryland?

In Maryland any employer with one or more employees must have workers compensation insurance. This includes part time and seasonal workers. Sole proprietors and some family members may be exempt.

What are the penalties for not having workers comp in Maryland?

Maryland imposes fines up to 5000 dollars per violation for failing to carry workers comp. Employers may also face stop work orders and personal liability for employee injuries. Criminal charges can apply for repeated violations.

How does a workers compensation agent help a small business in Annapolis?

An agent can explain Maryland classification codes and premium calculations. They help you choose a policy that covers your specific industry risks. They also assist with filing claims and managing audits.

Workers' Compensation Insurance Agents in Other Maryland Cities

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