Workers’ Compensation Insurance for Sole Proprietors

Last Updated on November 29, 2022

For many years, sole proprietorships have been the dominant form of business in the United States. This is largely due to their flexibility and ease of formation, making them ideal for small businesses or those just starting out. 

This may be attributed to the fact that sole proprietorships are often viewed as one of the best due to their simplicity and flexibility. In a sole proprietorship, an individual owns and operates their business on their own, with minimal paperwork or regulatory requirements. This allows entrepreneurs to focus on building their businesses without having to worry about unnecessary administrative burdens.

Furthermore, sole proprietorships come with several other perks such as lower startup costs and fewer taxes. However, there are also some drawbacks such as unlimited personal liability.

As such, sole proprietors need to protect themselves from potential liability by obtaining workers’ compensation insurance. While it may be tempting to forego this type of insurance to save money, the consequences could be devastating if a sole proprietor were to be sued by an injured employee.

So, if you’re running a small business as a sole proprietor and have yet to consider workers’ compensation insurance, now is the time to start looking into your options. With just a bit of forethought and planning (which this article could guide you through), you can protect yourself from potential financial hardship so that your business can truly flourish over time.

Workers Compensation Insurance for Sole Proprietor Risk Management

In today’s economy, many businesses are choosing to operate as sole proprietorships rather than incorporate. While there are advantages to this model, such as greater flexibility and reduced overhead costs, there are also certain risks that must be taken into account.

One of these is the issue of workers’ compensation insurance. Even if you are a sole proprietor, you must have adequate coverage in case one of your employees becomes injured or ill on the job.

This is because a sole proprietorship operates as an extension of its owner’s legal identity. As such, any debts or legal liabilities incurred by the business will fall directly onto the owner’s shoulders.

And if an employee brings a claim against your business for medical costs or lost wages related to an injury or illness suffered on the job, this can quickly lead to significant debt and damages for which you as the sole proprietor may be held liable.

Therefore, you ought to take measures to mitigate this risk by securing adequate workers’ comp for sole proprietors.

Workers’ compensation insurance is an essential tool for safeguarding the interests of sole proprietors and entrepreneurs. Because of their unique structure as self-employed owners of their businesses, sole proprietors are at particular risk of injury on the job.

Without worker’s compensation coverage, they would have to rely on potentially inadequate health insurance plans or risk going uninsured altogether.

Furthermore, workers’ comp policies can help protect employers against costly lawsuits related to workplace accidents and injuries, giving them peace of mind as they navigate the hazards of operating a business.

Ultimately, it is clear that a workers’ compensation policy is an indispensable part of any successful risk management strategy for sole proprietors.

What Does Sole Proprietors’ Workers’ Comp Insurance Cover?

As a sole proprietor, it is important to understand the coverage that workers comp insurance offers. This type of insurance can provide you with financial protection if you become injured or ill on the job.

Usually, workers’ comp covers the following:

  • Work-related injuries and illnesses. Much like regular health insurance, but specifically for job-related harm, workers comp pays for medical bills related to diagnosis, treatment, rehabilitation, and recovery.
  • An individual may suffer from a loss of income if they are unable to work because of an injury or illness related to their job. While in recovery, you could also receive lost wage benefits or benefits for lost income given your inability to work from an on-the-job injury.
  • In the event of a workplace accident or illness resulting in death, eligible dependents will receive death benefits. This is crucial coverage for those in high-risk industries.

It is important to note that not all injuries and illnesses will be covered under workers compensation coverage; there may be certain exclusions, such as injuries sustained while under the influence of drugs or alcohol.

Additionally, workers comp does not typically cover accidents or injuries sustained outside of the workplace.

As such, you may want to look into other coverages such as professional and general liability insurance to provide additional protection in case of non-work related injuries.

In summary, workers’ comp can provide crucial financial support in the event of a workplace injury or illness. If you are a sole proprietor, investing in business insurance is not required, but it may be a wise decision depending on the nature of your business and the risks you face.

How Can Sole Proprietors Obtain Workers Comp Coverage?

Workers’ compensation coverage for sole proprietors can usually be obtained through a business insurance policy or a stand-alone workers’ comp policy.

Some states require sole proprietors to have this type of coverage, so it is important to research your state’s laws and regulations.

One option to consider is purchasing a business owners policy (BOP), which often includes workers comp alongside other forms of insurance, such as property and liability coverage.

Alternatively, you can purchase a stand-alone workers’ comp policy from an insurance provider, some of which we list in the following sections. It may also be possible to obtain coverage through your state’s workers’ comp program, but this option is not available in every state.

How Much Does Sole Proprietors Workers Compensation Insurance Cost?

The cost of workers’ comp insurance for sole proprietors will vary based on factors such as the nature of your business, the number of employees you have, and the state where your business is located.

However, it is important to remember that the cost of not having workers’ comp coverage can be significantly higher if an employee becomes injured or ill on the job.

When shopping for workers’ compensation policy, be sure to compare quotes from multiple providers to find the best coverage at a competitive price. Additionally, consider any discounts and risk mitigation strategies that may help lower your premiums.

Top Providers of Workers Compensation for Sole Proprietors

Ready to make your workers comp policy purchase? Here are some top providers to consider:


NEXT offers business insurance for a wide variety of professions and have plenty of coverage options, from various types of liability to business asset insurance that would be advantageous for sole proprietors.

Their company also offers some of the most competitive insurance prices and our easy-to-use mobile app makes it possible to manage your policy from practically anywhere.


Hiscox is one of the top insurance companies for sole proprietors, thanks to its excellent customer service and offices across the United States with a team of insurance experts always available to help you with your insurance needs.

They also have extensive coverage options. Whether you need coverage for your business’s physical assets or its liability risks, Hiscox has the expertise and knowledge to help you find the perfect plan for your unique needs.

And with a flexible range of payment plans and deductible levels, Hiscox is the perfect choice for entrepreneurs on any budget. Although their premiums may be on the high side, they may be the provider of reliable protection you need for your business.


There are dozens of different insurance companies and brokers, each with a range of products and services to choose from, not to mention all of the fine print and legal jargon that goes along with them.

This can make it difficult for sole proprietors to understand what kind of insurance they need for their businesses and how to get it at an affordable price.

Luckily, there is a company that stands above the rest when it comes to providing comprehensive coverage for small businesses: SimplyBusiness insurance review.

This reputable broker offers everything from property insurance and liability coverage to data breach protection and cyber liability coverage. Their coverage options are tailored specifically for sole proprietors and other small business owners.

Best of all, they make buying insurance simple by cutting through all the usual red tape and paperwork associated with most insurance providers.

Whether you’re just starting or have been running your business for years, SimplyBusiness has the right products at the right prices to keep your business secure, protected and running smoothly.


Finding an insurance broker that can provide on-demand coverage and also has a user-friendly mobile app can be challenging. That is where Thimble comes in.

With their comprehensive suite of insurance products tailored specifically for sole proprietors and their easy-to-use mobile app, Thimble is the perfect choice for all your insurance needs.

Whether you need coverage for equipment breakdowns or medical expenses, Thimble has you covered. Save time and check out our Hiscox vs NEXT vs Thimble insurance battle royale. Who will come out on top?


With InsuranceBee’s extensive experience working with independent workers, personal customer service, and customized policies, insurance is the ideal choice for any sole proprietor looking for dependable coverage.

One of the most impressive things about InsuranceBee is its commitment to providing personalized customer service as reflected in their big idea:

“Liability insurance with a personal touch”. Unlike many other insurance brokers, it takes time to truly understand each client’s unique needs and work with them to create an appropriate policy that meets those needs.

Workers’ Compensation Insurance from InsuranceBee starts at $20-$30 monthly.


When it comes to running a successful business, no detail can be overlooked. One important consideration for any entrepreneur is ensuring that their operations are protected from risk and liability.

And for sole proprietors, perhaps no form of protection is more essential than a workers’ compensation insurance policy. On-the-job injuries and illness are expensive, but this type of insurance can help cover the costs so your new business isn’t financially crushed.

Furthermore, by protecting both employees and employers alike, workers’ compensation insurance fosters a sense of community and collaboration within the workplace and encourages a robust company culture.

In short, having this type of critical coverage firmly in place is an essential part of being a successful sole proprietor in today’s modern business landscape. And as such, it should be at the top of every startup owner’s list of priorities.