IWIF/Chesapeake Employers Insurance Company Review

Everything you need to know.

IWIF/Chesapeake Employers Insurance Company at a Glance

  • IWIF/Chesapeake Employers Insurance Company is Maryland’s largest writer of workers’ compensation insurance
  • Founded in 1914, it is a nonprofit, non-stock, private corporation
  • Rated A (Excellent) by A.M. Best
  • Accredited and rated A+ by the Better Business Bureau
  • Works with independent insurance agents

IWIF/Chesapeake Employers Insurance Pros: IWIF/Chesapeake has been providing workers’ compensation insurance to Maryland businesses for over 100 years. The company is financially strong, offers competitive pricing and value-added benefits, and integrated health and claims services. It also offers professional safety services and free safety resources. Accredited and rated A+ by the BBB.

IWIF/Chesapeake Employers Insurance Cons: Product specifics are not easy to find online. Customer satisfaction reviews tend to be quite negative.

To find insurance in your state, use our national insurance company directory to find the best company to meet your needs. You can locate insurance companies that specialize in your specific coverage needs and get connected to an agent near you.

What Type of Insurance Does IWIF/Chesapeake Employers Insurance Offer?

IWIF/Chesapeake Employers provides workers’ compensation insurance to Maryland businesses.

What to Know About IWIF/Chesapeake Employers Insurance

IWIF/Chesapeake Employers Insurance Company has specialized in providing workers' compensation insurance to Maryland businesses since 1914. As the largest writer of workers' compensation insurance in Maryland, Chesapeake Employers continues to offer an array of consumer-driven products and services that generate value for our policyholders and ensure accurate and timely benefits for injured workers.

With a fully integrated safety and benefits delivery system, and a focus on quality medical care with a return-to-work objective, the company’s system is designed to work with policyholders and their injured employees. Its industry-specific safety consultants are trained to work with a company's top management team to build customized workplace health and safety programs in an effort to reduce the frequency and severity of workplace accidents, as well as secure an overall safer work environment while containing premiums.

Chesapeake Employers is a nonprofit, non-stock, private insurance company governed by a nine-member, governor-appointed board of directors. The company is rated A (Excellent) by A.M. Best. A.M. Best is a credit rating firm that assesses the creditworthiness of and/or reports on over 16,000 insurance companies worldwide. The A.M Best rating points to the insurance company’s ability to pay claims, debts, and other financial obligations in a timely manner. 

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What Discounts Does IWIF/Chesapeake Employers Insurance Offer?

IWIF/Chesapeake Employers partners with numerous associations and affinity groups to provide workers' compensation insurance programs designed to improve workplace safety and save you money.

These programs may include:

  • Premium discounts
  • Group dividends

Discounts are available for businesses affiliated with the following organizations:

  • Associated Builders and Contractors
  • Maryland Restaurant Owners
  • ADR Union Construction
  • Maryland Automobile Dealers Association
  • Tree Care Experts
  • Maryland Building Industry Association

IWIF/Chesapeake Employers Insurance Customer Service

Here’s what you need to know about the company’s customer service offerings:

  • Contact customer service by phone or using an online fillable form
  • Online express pay without creating an account
  • Online account provides access to additional services
  • Customer service by phone has the following hours restrictions:


Hours (EST)


Monday-Friday 8:00 am - 5:00 pm

IWIF/Chesapeake Employers Insurance FAQ

What is IWIF/Chesapeake’s average claim response time frame?

The company does not publish an average claims response time frame.

What is IWIF/Chesapeake’s customer service availability?

Chesapeake offers customer service by phone, Monday through Friday, 8:00 am to 5:00 pm, EST. Customers can also use an online fillable form to ask questions.

Customers can create an online account from which they can report an injury, obtain claims data reports, and sign up for training. Online express bill pay is available without creating an account.

IWIF/Chesapeake has a presence on Facebook, Twitter, LinkedIn, and YouTube.

What is IWIF/Chesapeake’s claims process?

Customers can report an injury online or by phone. The injury reporting hotline is available 24-hours-a-day.

The company also provides several downloadable resources to help with the claims process. These include:

  • First Report of Injury Form
  • Accident Investigation Forms
  • Temporary Prescription ID Form

If you need to report a catastrophic injury or a fatality, IWIF/Chesapeake provides a Catastrophic Injury, or “CAT”, team to help you and your injured employee whenever these events occur. Employers are asked to call the hotline immediately in these situations.

Does IWIF/Chesapeake create a user-friendly experience for customers?

Chesapeake Employers’ Insurance Company offers several online services to help its customers manage their policies.

Policyholders are encouraged to log in or create an online account in order to access all of the services that are available, including but not limited to:                

  • View premium information and pay your bill using a credit card or electronic funds transfer              
  • Request or print Certificates of Insurance 
  • View and print free safety material from our expansive safety resource library
  • Access safety videos, view the company’s Employer Handbook, and its Guide to Creating a Drug Testing Program
  • Report an injury and file a First Report of Injury Form 

The company’s website is clear, concise, and easy to navigate.

Does IWIF/Chesapeake have good workers’ compensation insurance?

IWIF/Chesapeake Employers has been providing workers’ compensation insurance to Maryland businesses since 1914. The company has a local presence and over 100 years of experience, making it the largest writer of workers’ compensation coverage in the state. It’s policies stand out because of:

  • Competitive pricing
  • Various product offerings
  • Professional safety services
  • Integrated claims and medical services

The company provides good workers’ compensation insurance.

Is IWIF/Chesapeake a good insurance company?

IWIF/Chesapeake has received high ratings from A.M. Best, and is an expert in providing workers’ compensation insurance to employers in Maryland. The company is also accredited and rated A+ by the Better Business Bureau.

While customer satisfaction reviews are mixed, at best, overall IWIF/Chesapeake can be considered a good insurance company.

IWIF/Chesapeake Employers Insurance Customer Reviews

Better Business Bureau
“This is the worst company to deal with. They care nothing about the injured worker. Everything is a fight with them. They override everything that the doctor says. Do your employees a solid...DO NOT USE CHESAPEAKE!”


Birdeye
“Very sneaky, unprofessional, uncaring, story fabricators, majorly slow with timely documents, have shady doctors on their payroll, will duck your phone calls, will hammer you with multiple shady lawyers to drag things out, will deny you treatment, and they lied in a hearing with the commission.”


Birdeye
“Terrible company to deal with. State regulated and "non-for-profit," but they go after you with high rates and audit your insides out to get every dime they can. Even charge you for your subs until you prove otherwise. If any documentation is missing in the audit, they will find a way to make you pay for coverage that you will never claim on since its for subs with their own legitimate companies. Total crooks.”


TrustedChoice.com's Final Review

We award IWIF/Chesapeake Employers Insurance a final rating of 2.0 out of 5 stars. Its high ratings from A.M. Best and the BBB speak to its financial strength, one of the most important factors in choosing any insurance company.

The insurance company has over 100 years of experience providing workers’ compensation insurance for employers in Maine. The company is financially strong, offers competitive pricing and value-added benefits, and integrated health and claims services. It also offers professional safety services and free safety resources.

With its long history and unparalleled expertise in Maryland work comp, the company also receives quite a bit of negative feedback online. You can assess if IWIF/Chesapeake Employers Insurance is the right workers’ compensation insurance company for you by visiting its website or talking to a local agent.

You can also use our insurance company directory to find the best insurance companies to meet your needs. The directory can help you locate companies that specialize in your specific coverage needs and help you connect to an agent near you.

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