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Protect Your Roofing Business with Workers' Compensation Insurance in Massachusetts

By SecureProQuote Editorial TeamUpdated June 29, 2026

Part of our guide to roofers insurance in Massachusetts.

You need Workers' Compensation Insurance in Massachusetts as soon as you hire your first employee. This coverage pays for medical bills and lost wages when your employees are injured on the job. In Massachusetts, the risk of employee injuries is higher due to severe nor'easters and coastal flooding, particularly in the Greater Boston area. Workers' Compensation Insurance is not only required by law but also essential for protecting your business from financial losses. You cannot afford to pay out of pocket for employee injuries, which is why Workers' Compensation Insurance is a must-have for roofers in Massachusetts. The cost of Workers' Compensation Insurance varies, but it is a small price to pay for the protection it provides.

Workers' Compensation cost for roofers in Massachusetts

$65$240/mo (est.)

Illustrative monthly workers comp estimate for a small roofer operation in Massachusetts. Actual pricing depends on revenue, payroll, coverage limits, claims history, and carrier. Get a personalized quote to see your real price.

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What Workers' Compensation Covers for Roofers in Massachusetts

Workers' Compensation Insurance pays for medical bills and lost wages when your employees are injured on the job. This coverage is essential for protecting your business from financial losses due to employee injuries. For example, if an employee falls off a roof in Boston and suffers a severe injury, Workers' Compensation Insurance will cover the medical bills and lost wages. This coverage also handles claims for occupational diseases, such as asbestos-related illnesses, which are common in the roofing industry. However, Workers' Compensation Insurance does not cover injuries that occur while an employee is commuting to or from work, or injuries that are self-inflicted. You must understand what is covered and what is not to ensure you have the right protection for your business. Workers' Compensation Insurance is not a substitute for other types of insurance, such as General Liability or Commercial Auto, which cover different types of risks.

Do Roofers in Massachusetts Need Workers' Compensation?

In Massachusetts, workers' compensation is generally required as soon as you hire your first employee. This means that if you have even one employee, you need Workers' Compensation Insurance. The risk of going without Workers' Compensation Insurance is high, as you could be liable for medical bills and lost wages if an employee is injured on the job. In addition, you could face fines and penalties for non-compliance with Massachusetts law. For example, if you have an employee who is injured on a job site in Worcester and you do not have Workers' Compensation Insurance, you could be responsible for paying the medical bills and lost wages out of pocket. This could be financially devastating for your business. Furthermore, general contractors and commercial property owners almost universally require roofing subcontractors to carry Workers' Compensation Insurance, so not having it could limit your ability to work on certain projects. You must prioritize getting Workers' Compensation Insurance to protect your business and ensure compliance with the law.

A Real Workers' Compensation Claim a Roofer Could Face

It was a routine job in Cambridge until one of your employees slipped on a wet roof and fell, injuring his back. The employee required surgery and was unable to work for several months, resulting in significant medical bills and lost wages. Fortunately, you had Workers' Compensation Insurance, which covered the medical bills and lost wages. The insurance company paid out $50,000 in medical bills and $20,000 in lost wages, which would have been financially devastating for your business if you had to pay out of pocket. The employee was able to recover and return to work, and your business was protected from financial losses. In Massachusetts, the risk of employee injuries is higher due to the state's severe weather conditions, making Workers' Compensation Insurance even more essential.

What Workers' Compensation Costs for Roofers in Massachusetts

The cost of Workers' Compensation Insurance varies, but it is estimated to be between $65-$240/month for roofers in Massachusetts. The cost depends on several factors, including your business's revenue, payroll, coverage limits, deductible, and claims history. For example, if you have a higher payroll, your Workers' Compensation Insurance premium will be higher. Additionally, if you have a history of claims, your premium may be higher. In Massachusetts, the cost of Workers' Compensation Insurance is also affected by the state's severe weather conditions, which increase the risk of employee injuries. For instance, roofers in coastal areas such as Boston may pay more for Workers' Compensation Insurance due to the higher risk of injuries from nor'easters and coastal flooding. By understanding the factors that affect the cost of Workers' Compensation Insurance, you can take steps to lower your premium, such as implementing safety measures to reduce the risk of employee injuries. You can also shop around and compare quotes from different insurance companies to find the best rate for your business.

How to Get Workers' Compensation in Massachusetts

To get Workers' Compensation Insurance in Massachusetts, you will need to gather some information about your business, including your revenue, payroll, and coverage limits. You will also need to determine what deductible you are comfortable with and what type of coverage you need. It is a good idea to work with an insurance agent who is familiar with the roofing industry and can help you navigate the process. In Massachusetts, you can purchase Workers' Compensation Insurance from a private insurance company or through the state's workers' compensation fund. You should also be prepared to provide information about your business's safety record and any previous claims. By having the right information and working with an experienced insurance agent, you can get the Workers' Compensation Insurance you need to protect your business. In cities like Springfield, you can find insurance agents who specialize in Workers' Compensation Insurance for roofers and can provide you with the guidance and support you need to get the right coverage. To get started, have your business's financial information ready and compare Workers' Compensation quotes from different insurance companies to find the best rate for your business.

Frequently asked questions

Will my Workers' Compensation premium jump after one claim?

Yes, it may increase. The premium increase depends on the severity of the claim and your business's overall claims history. If you have a high-frequency or high-severity claim, your premium may increase more significantly. However, if you have a good safety record and implement measures to reduce the risk of future claims, you may be able to mitigate the premium increase. Additionally, some insurance companies offer premium discounts for businesses that implement safety programs or have a low claims history.

Can I get a COI same-day for a client?

Yes, you can get a Certificate of Insurance (COI) same-day. Many insurance companies offer online COI requests, which can be processed quickly. Some insurance companies may require additional information or documentation, which can delay the COI issuance. It's always best to plan ahead and request a COI well in advance of when you need it to ensure you receive it on time.

Does a sole proprietor need Workers' Compensation?

No, a sole proprietor is not required to have Workers' Compensation Insurance in Massachusetts. However, if you have employees, you are required to have Workers' Compensation Insurance. As a sole proprietor, you may still want to consider purchasing Workers' Compensation Insurance to protect yourself in case of an injury. Some insurance companies offer policies that cover sole proprietors, which can provide financial protection in case of an injury.

What is not covered by Workers' Compensation?

Workers' Compensation Insurance does not cover injuries that occur while an employee is commuting to or from work, or injuries that are self-inflicted. It also does not cover occupational diseases that are not work-related. Additionally, Workers' Compensation Insurance does not cover damages for pain and suffering or punitive damages. If you have questions about what is covered or not covered by Workers' Compensation Insurance, it's best to consult with your insurance agent or review your policy documents to understand the specifics of your coverage.

Can I cancel my Workers' Compensation policy at any time?

Yes, you can cancel your Workers' Compensation policy, but you may be subject to penalties or fees. Some insurance companies may require written notice or have specific cancellation procedures, so it's crucial to follow the proper protocol to avoid any issues.

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Other coverages roofers in Massachusetts should know

This article is for general educational purposes and is not insurance or legal advice. Coverage requirements and pricing in Massachusetts change over time and vary by business. Verify current rules with the Massachusetts Department of Insurance and a licensed agent before purchasing a policy.