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7 Best Business Insurance in Massachusetts

Massachusetts was ranked B-, or B minus, in the small business friendliness survey conducted annually by Thumbtack in 2021.  The survey ranks the 50 states on the scale from A to F, based on the 7 dimensions of small business friendliness. Massachusetts’s best dimension was overall friendliness and its worst dimension was ease of starting a business. 

Regardless where they are located, small businesses have a high failure rate, especially in the first year, almost 20%. Small businesses failure can be caused by several factors. Don’t let a lawsuit bankrupt your small business. Make sure you have proper business insurance to protect your business in Massachusetts from lawsuits. 

7 best business insurance companies in Massachusetts 

Small business insurance is a very fragmented market with hundreds of providers, which can make it confusing for you to find the best one for you. We have research more than 30 providers in Massachusetts and here are our recommendations of the top 6 for your consideration: 

  • CoverWallet: Best for comparing several online quotes of general liability, workers comp, and professional insurance
  • Simply Business: Best for finding low-cost coverage (general liability, workers comp, professional liability, and commercial auto insurance) 
  • InsurePro: Best for flexible, on-demand, pay-per-day coverage 
  • NEXT: Best for contractors general liability insurance
  • biBERK: Best for low-cost workers comp and low-cost commercial auto insurance 
  • Progessive: Best Overall for commercial auto and commercial truck insurance 
  • Best if you prefer working with knowledgeable agents to find all types of small business insurance coverage 
CoverWallet– Easy to get several quotes from one form
– Wide range of policies availableManage all your policies in your “wallet”
– You will only get quotes from partner companies
– Only third party quotes (CW is a broker, not an insurance company)
Simply Business– Get quotes from multiple insurance companies
– Optimize to find low-cost coverage by working with several insurance companies who can offer affordable rates
– You have to file a claim directly with the carrier, not Simply Business 
InsurePro– Buy on-demand and short-term coverage
– Affordable rates 
– May not offer every type of policy
– Can’t make claims through InsurePro
NEXT– Specialize in contractors
– Manage policies online
– Get quick quotes
– Handles all its own claims
– Mostly provides general liability insurance: they may not have everything you need
biBERK– Completely digital experience: get a quote, buy a policy, manage your policy and file claims online
– Save 20% on premiums
– Low coverage limits
Progressive– One of only companies that will consistently provide online quotes for commercial vehicles
– Bundle with other policies
– Many discounts available
– Only provides commercial truck/vehicle coverage directly: other business coverage is by third party– Knowledgeable and experience agents
– Partnered with over 50 insurance companies
– Must work with an agent 
– No mobile app

Business insurance coverages in Massachusetts 

Small business owners need to get business insurance to protect their business’s assets. The question is, what kind of insurance do you really need, and how much?

Below is the comprehensive list of small business insurance coverages that any small business may need. Different small businesses in different industries, different locations, and at different stages may need different coverages. If you are not sure which business insurance coverage your small business may need, consult with a small business insurance agent or broker. 

General liability insurance 

General liability insurance covers you for:

  • Third-party bodily injury
  • Third party property damage
  • Advertising injury

General liability insurance covers guests such as customers and vendors if they happen to injure themselves while on your property. It covers their medical bills and your legal costs if they should sue you. 

Third-party property damage covers you if you or an employee damages a customer’s property. Anyone who goes to clients’ homes, such as plumbers, contractors, real estate agents need to protect themselves. One slip and you could accidentally damage that expensive coffee table your customer recently had shipped over from Greece. 

Advertising injury means injuries committed by a business when it advertises its products or services. It included slander, libel, and copyright infringement. These injuries could be committed by you or your employees, or they could be committed by someone else and you are the injured party. 

For example, if you own a clothing store and you use one of your customers in an ad, but you did not obtain his/her permission first, they could sue you for violating his/her privacy. This is considered an advertising injury. 

Learn more at general liability insurance cost and the best general liability insurance companies

Commercial property insurance 

Commercial property insurance protects your property and your equipment from losses. It covers losses due to:

  • Theft
  • Vandalism
  • Weather
  • Lightning strikes
  • Fire
  • Smoke
  • Water damage

It should cover you for losses of business income, should one of the above factors damage your property. Oftentimes, landlords will require you to have commercial property insurance before they will rent or lease a space. 

If flood, hurricane, or earthquake is common in your area, you need to add them in your commercial property insurance policy additionally. While earthquakes may not be common in Massachusetts, many areas in the state may experience floods and hurricanes. 

Learn more at commercial property insurance cost and the best commercial property insurance companies

Business Owners Policy (BOP) 

A Business Owners Policy can save you money by combining several of the most common types of business coverage under one policy. It almost always combines general liability insurance and commercial property insurance. Usually, they also include at least one other type of coverage, depending on the policy. Some policies include:

  • Business interruption insurance
  • Cyber liability
  • Crime
  • Rented vehicles
  • Equipment breakdown
  • Employment practices liability insurance

Shop around for the policy that provides the types of coverage you need. 

Learn more at BOP insurance cost and the best BOP insurance companies

Professional liability insurance 

If you provide services or advice in exchange for money, you probably need professional liability insurance (PLI). Sometimes this type of coverage is called malpractice insurance, especially when it refers to medical or legal professionals, and sometimes it’s called errors and omissions insurance, but it’s all the same thing. 

PLI covers you if you make a mistake or neglect to do something that causes your customer financial harm. For example, you are a real estate agent and you show houses to a nice young couple. They find one they love and are very excited. Sadly, you missed the deadline to put in their offer and another family bought the house. They could sue you for this mistake. 

Learn more at professional liability insurance cost and the best professional liability insurance companies

Workers comp insurance 

Workers compensation coverage is required if you have even one employee, even if they are part-time, even if they are members of your own family. Only sole proprietors and LLCs do not have to cover themselves. Other exceptions are:

  • Individuals having work done to their home
  • Non-profits with no paid employees
  • Corporate officers who own more than 25% of the business and have no other employees

Workers comp protects you, the employer, from having to pay medical costs and lost wages for injured employers who cannot work. It also protects the employees from having to pay for their own medical costs, and it helps by paying them for lost wages while they recover. Should the worst happen, workers comp will also pay death benefits to the family of the accident victim. 

Workers comp is based on payroll. One way to save some money on workers compensation insurance is to by pay-as-you-go insurance, which is based on the exact amount of your payroll as opposed to sick employees, fired employees, or employees you haven’t gotten around to hiring yet. 

Learn more at workers comp insurance cost and the best workers comp insurance companies

Commercial auto insurance 

Commercial auto insurance covers you if you are in an accident while using your vehicle for work. Personal auto coverage will not cover you if you use your vehicle for work-related purposes (other than commuting back and forth to your job). 

Massachusetts law requires you to have at least 20/40/5, or $20,000 bodily injury liability, $40,000 per accident and $5,000 in property liability coverage. You also need $20,000 per person and $40,000 per accident for liability coverage in case you are hit by an uninsured or underinsured motorist. 

If you want to cover damages to your own property and your own vehicle, you’ll need collision and comprehensive insurance. 

Trucking companies need more insurance to comply with state and federal regulations. 

These are the bare minimums. You would probably want more coverage, otherwise just one accident can easily bankrupt you. 

Learn more at commercial auto insurance cost and the best commercial auto insurance companies

Cyber liability insurance 

Most businesses these days store at least some customer information online. Cyber liability insurance will protect you in the event of a data breach, malware attack, or ransomware attack. If you store things like credit card information, financial information, or medical records, you need cyber liability insurance. The cost of cybercrime is predicted to $10.5 trillion dollars by 2025. In case you’ve forgotten, that’s only three years away. 

Learn more at cyber liability insurance cost and the best cyber liability insurance companies

Business interruption insurance 

If your business had to close due to an emergency, how would you pay your bills? Business interruption insurance provides protection against financial losses if your business needs to close temporarily due to a reason listed on the policy. 

That last part is important. If your business interruption insurance does not cover pandemics, as many small business owners found out in 2020, then you will not be covered by business interruption insurance. Covered perils are usually things like:

  • Fire
  • Theft
  • Wind
  • Lightning
  • Falling objects

If floods or earthquakes are common in your area, you’ll need to add those as an additional expense. Earthquakes are not that common in Massachusetts (although not unheard of) but many areas are subject to flooding. 

Learn more at business interruption insurance cost and the best business interruption insurance companies

Directors & Officers insurance (D&O) 

Directors & Officers insurance is like E&O (errors & omissions, also known as professional liability insurance) but for officers and directors of a company. It protects them from personal losses in the event the company is sued for some decision they made. A D&O policy will pay for legal fees to defend the company against lawsuits, either civil lawsuits or criminal lawsuits (often these are filed simultaneously). 

Learn more at D&O insurance cost and the best D&O insurance companies

Which business insurance coverage do I really need in Massachusetts? 

There are a lot of different types of business insurance available but not all of them are necessary. 

  • Most small businesses should get general liability insurance. It protects you from the most common lawsuits filed against small businesses. 
  • If you use vehicles for business purposes, you’ll need commercial vehicle insurance. It is required by state law.  
  • If you have employees, you need workers compensation insurance. It is also required by state law. 
  • If you are in the business of providing services or advice to your customers, it is very likely that you will need professional liability, or E&O insurance, also called malpractice insurance in medical and legal fields. 

Is business insurance required in Massachusetts? 

The only insurance coverages that are required in Massachusetts is workers compensation and commercial vehicle insurance. Everything else is up to you, but like all insurance, you should weigh the risks of a lawsuit against the costs of insurance. 

Who needs business insurance in Massachusetts? 

Most small businesses should get at least a general liability policy, workers comp (if you have employees), and commercial auto insurance (if you drive a vehicle for business purposes). 

Below are some popular small businesses that buy insurance in Massachusetts: 

RestaurantsConstruction firmsPlumbing
LandscapingHVAC contractorHandyman
Law firmsDaycareCatering
Hair & beauty salonsNail salonsBarber shops
ChurchesElectricianFlooring contractor
Pressure washingFinancial & investment advisorsCPA & accountants

How much does business insurance cost in Massachusetts?

The average business in Massachusetts pays about $42 a month, or $504 per year, for a $1MM general liability insurance policy. If you have more policies, you’ll pay more. The best thing to do is get quotes from at least three different companies, so you won’t pay more than you have to. 

Below are the average costs in Massachusetts for different small business insurance coverages: 

Massachusetts business insurance coveragesAverage costs
General liability$49 per month
Business Owners Policy (BOP)$132 per month
Workers comp insurance$0.73 per $100 payroll
Commercial auto insurance$121 per month
Professional liability insurance$63 per month
Cyber liability insurance$104 per month
Commercial property insurance$113 per month

Please keep in mind that these are just the average rates that hundreds of thousands small businesses pay in Massachusetts. Your rates will be different. Be sure to shop around with a few companies and compare several quotes to find the cheapest one for your business.

What factors affect business insurance costs in Massachusetts? 

There are a lot of things that affect how much business insurance costs. Just a few include:

  • Location 
  • Number of employees
  • Payroll
  • Years of experience 
  • Industry (higher risk industries pay more)
  • Claims history
  • Coverage limits

It’s like buying auto insurance, in a way: insurance companies weigh the odds of how likely it is you’ll file a claim and then set your rates accordingly. 

How to find cheap business insurance in Massachusetts? 

As mentioned above, the easiest way to save money on insurance is to shop around. There are so many factors that go into insurance rates, and some companies might weigh some factors more than others. For example, if you only have a year’s experience in your field, some companies might see that as more positive (no claims!) and others might see it as a negative (This kid has no idea what he’s doing and will make mistakes). 

You can also bundle policies. Business Owners Policies bundle several policies together, so you save money. Even if you only buy one type of business insurance, you can usually bundle it with your homeowners insurance or your auto insurance to get a discount. 

Choose a higher deductible–make sure you have the funds to cover the deductible if you need to, but this can reduce your monthly payments. 

Develop a safety plan. Stress the importance of working safer and smarter, not harder. Post the safety plan where everyone can see it. 

How to buy business insurance online in Massachusetts? 

Figure out what business insurance you really need. Then, get some quotes. 

Most companies will give you an online quote for at least general liability insurance. Take the time to gather quotes–it doesn’t take much time and it could save you hundreds of dollars. 

You can save time by using an online insurance broker. They will present you with at least a few quotes and you’ll only have to fill out one form. Companies such as CoverWallet, Simply Business, and are good places to start. 

Once you have your quotes, buy your policy. For many companies, you can do this online as well. Others require you to call to purchase insurance. Either way, it’s not that much time and it could save you money.

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