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Questions to ask before purchasing business insurance in 2026

Editorial headshot of Julie Watt
Buying small business insurance is more than just staying compliant. It’s a savvy business decision you should make carefully. Here are the key questions to ask before you purchase a policy.
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Perhaps it’s a client’s damaged property, an employee’s workplace injury, or a cyberattack that shuts your business operations down for a few days. Business risks are everywhere—and you can’t always see them coming.

Purchasing small-business insurance is a strategic investment in your company that protects your long-term financial health and helps your business bounce back from lawsuits and expensive claims.

But it’s important to find the right types of coverage for your small business. If you’re wondering what to look for when getting business insurance, or what the best questions are to ask about insurance, look no further. This guide will help you understand the right questions to ask your business insurance agent or broker, so you can make an informed decision and purchase the right business insurance.

What types of business insurance does my business actually need?

The types of business insurance your business actually needs depend on your company’s operations, location, and exposure to risk, among other factors.

Some of the most popular business insurance policies include:

General liability insurance

General liability insurance is typically the first policy small business owners purchase. It protects your business from common third-party claims like:

For example, construction contractors often work on dangerous jobsites, filled with tools, equipment, and other potential hazards. If a customer trips and falls over a handyman’s ladder or a roofer breaks a homeowner’s window, general liability insurance would cover any legal defense costs, medical bills, and repair expenses stemming from the incidents.

Professional liability insurance

Professional liability insurance, also known as errors and omissions (E&O) insurance, is designed to protect businesses that provide expertise or advice, such as consultants and accountants, against claims over:

For instance, if a client blames a management consultant for missing revenue projections or accuses a market research analyst of tabulation errors, E&O insurance will cover their legal expenses, including settlements or judgments.

IT consultants often face additional risks, such as recommending software or overseeing clients’ cybersecurity. Technology errors and omissions (tech E&O) insurance bundles standard E&O with third-party cyber insurance to protect against these industry-specific risks, including:

Workers’ compensation insurance

Most states legally require you to purchase workers’ compensation coverage when you hire your first employee. This policy covers costs related to workplace injuries and illnesses, including an injured worker’s:

  • Immediate medical care, such as emergency room expenses
  • Ongoing medical care, including physical rehabilitation
  • Disability benefits while the employee is recovering

Workers’ comp policies usually also include employer’s liability insurance, which protects your business if an employee sues over a work injury or illness.

For example, if an excavation company employee gets hurt on the job, workers’ comp would pay for their ER visit and cover the company’s legal defense if the employee sues.

Commercial auto insurance

Most states require you to carry commercial auto coverage if your business owns vehicles. This policy covers property damage, medical expenses, and legal bills if a business is involved in an accident.

If you or your employees use any personal, leased, or rented vehicles for work, you need hired and non-owned auto insurance (HNOA), since most personal policies won't cover work-related activities.

Cyber insurance

Cyber liability insurance protects your business from the high costs caused by data breaches and cyberattacks. There are two types of cyber coverage: first-party coverage and third-party coverage.

First-party cyber insurance handles costs related to a cyberattack that directly impacts your business, such as:

Third-party cyber insurance covers legal costs when a client sues your business for failing to prevent a data breach or cyberattack at their company. These costs can include attorney's fees, settlements, or judgments.

Commercial property insurance

Commercial property insurance helps your business recover from theft, fires, storms, and other incidents that damage or destroy business property. It covers your building and its contents, including:

  • Inventory
  • Furniture and fixtures
  • Tools, equipment, and electronics
  • Broken windows and structural damage
  • Exterior signs and fencing

For example, if a thief breaks into a tech company's office, commercial property insurance will cover the cost of replacing their stolen PCs, laptops, and monitors.

Business owner’s policy (BOP)

A business owner’s policy (BOP) bundles general liability insurance and commercial property insurance to protect your small business against common liability risks, such as slip-and-fall lawsuits, and stolen or damaged business property. and stolen or damaged business property.

A BOP is typically cheaper than purchasing each policy individually and is highly recommended if your business has a physical location, interacts with the public, or owns physical assets like inventory, equipment, or furniture. This typically includes:

Business interruption insurance

If your business is forced to temporarily close due to a fire or other catastrophic event, business interruption insurance covers your financial losses so you can stay afloat while you recover. These costs can include:

  • Lost income
  • Rent or lease payments
  • Relocation costs
  • Employee wages

Let's say a pipe bursts at a clothing manufacturing plant, destroying walls, carpeting, furnishings, and equipment. Business interruption insurance would help the factory cover payroll, loan payments, and other expenses during the three months while the plant is closed for repairs.

Tools and equipment insurance

Tools and equipment insurance, also called inland marine insurance, pays for the repair or replacement of tools and equipment that are lost, stolen, or damaged in transit or at a jobsite.

Tools and equipment coverage is highly recommended for businesses that haul equipment or tools to different worksites, including:

Do remote or hybrid employees change my insurance needs?

Running a small business out of your home or having remote employees working from home exposes your business to new risks that likely won’t be covered by your homeowner’s insurance or renter’s insurance policy, such as:

Employee injuries and illnesses

Workers' compensation insurance is required by almost every state when you have employees, including remote workers. Even if you're not legally required to carry a policy, it's highly recommended, since having remote workers limits your control over the safety of their workspace.

If a remote employee gets hurt while they’re doing work-related activities, workers’ comp can help pay for:

  • Medical bills
  • Lost wages
  • Disability benefits

For example, if a remote employee develops carpal tunnel after long hours of typing at an improperly set up home workstation, workers' comp will cover medical treatment and rehabilitation costs.

Cyberattacks and data breaches

Working remotely increases your risk for cyberattacks and data breaches—especially when your employees use their personal computers or an unsecured Wi-Fi connection to work.

Establishing strong cybersecurity policies, providing remote employees with company devices, and training workers on how to spot phishing attempts are all solid ways to reduce cyber threats.

In addition, cyber insurance can help protect your business against the substantial financial losses caused by a cyber event, including:

  • Credit monitoring and other data breach response measures
  • Recovering compromised data, including ransom payments for cyber extortion
  • Cybersecurity specialist services to restore affected systems
  • Hiring public relations services to manage any bad publicity

Property damage

Having business personal property (BPP) insurance is crucial to protect company-owned equipment located off-site. A BPP policy covers lost, damaged, or stolen business property you provide to your remote employees, such as:

  • Office supplies and furniture
  • Computers, monitors, and other devices
  • Heavy equipment and machinery
  • Business inventory

Car accidents

If your remote employees drive personal, leased, or rented vehicles to visit clients, pick up supplies, or handle other work-related tasks, you'll need hired and non-owned auto insurance.

Commercial auto insurance doesn't cover leased or personal vehicles used for business purposes. And most personal insurance policies won't cover work-related use in your own car.

Does my business need cyber insurance?

Hackers are targeting small businesses with more frequent and more sophisticated ransomware and social engineering attacks, which can result in substantial financial losses.

But to get a policy, most cyber insurers will evaluate your cybersecurity controls before they even offer a quote.

Many reputable insurance companies will require:

  • Multi-factor authentication (MFA) to add an extra layer of security on all devices
  • Endpoint protection to monitor and detect active threats on servers and devices
  • Employee cybersecurity training to help workers identify phishing tactics and properly follow documented cybersecurity protocols
  • Encrypted data backups that are frequently tested and updated
  • Incident response planning that’s well-documented and tested to outline exactly how to proceed in the event of an attack

On top of stricter underwriting practices, most cyber liability policy premiums have evolved as well, with insurers raising rates and increasing deductibles. Having strong cybersecurity controls in place can help keep your costs down substantially.

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What risks and claims would my insurance policies actually cover?

Before you buy anything, it’s important to understand what an insurance policy actually covers. If a customer slips and falls on your shop floor, equipment is stolen from a jobsite, or a client accuses you of negligence, you want to make sure your policy will handle claim-related costs.

Here are some key questions to ask your insurance agent:

  • What events trigger coverage?
  • What documentation is required?
  • Are legal defense costs included?
  • Are subcontractors covered?
  • Are customer lawsuits covered?
  • Are data breaches covered?

What isn't covered by my insurance?

On top of knowing what protections are included in a policy, you also should know what’s excluded. Not knowing your exclusions can be a pricey mistake, especially if your claim is unexpectedly denied and you’re stuck with the bill.

Some of the most common exclusions include:

Flood and earthquake damage

Most standard commercial property and business owner’s policies exclude damage caused by floods and earthquakes. These natural disasters are considered catastrophic risks due to the large amount of damage they can cause.

Businesses located in high-risk areas can purchase earthquake coverage as a specialty policy or as a specialized endorsement added to a commercial policy. You can also purchase parametric insurance to protect your business against named perils, like wildfires, earthquakes, and storms.

Intentional acts

Insurance policies are designed to cover accidental or unexpected losses, not purposeful ones. If a business owner or employee intentionally causes harm or files a fraudulent claim, the insurer will most likely deny it.

This applies to deliberate acts that result in:

  • Business or third-party property damage
  • Bodily injury of an external party or employee
  • Stolen or lost property

Prior acts exclusions

A prior acts exclusion means a policy won’t cover claims for incidents, wrongful acts, or negligence that occurred before a policy’s retroactive date. This type of exclusion can be found on claims-made policies, such as professional liability insurance and directors and officers (D&O) insurance.

Prior acts insurance, also called nose coverage, extends your new claims-made insurance policy backward, covering you back to your policy’s retroactive date.

Professional services exclusions

A standard general liability policy typically excludes claims over professional advice or services rendered. Businesses that provide expertise or recommendations need to purchase errors and omissions (E&O) insurance, also called professional liability insurance, to fill this coverage gap.

Employee theft

Most standard general liability and commercial property policies exclude dishonest acts committed by employees, including:

  • Stealing company inventory or equipment
  • Taking money from the cash register
  • Embezzling company funds and forging checks
  • Stealing client property

Employee dishonesty insurance protects your business and your clients against theft and other financial losses caused by your employees.

Fidelity bonds protect your clients from employee theft, directly reimbursing them for the amount that was stolen. Tech businesses and independent contractors often need fidelity bonds to comply with client contracts.

Cyber exclusions in general liability policies

Most general liability policies won’t cover ransomware, data breaches, and other cyber threats. Purchasing cyber liability insurance will provide your business with financial protection against the extensive costs a cyberattack can cause.

How much coverage do I really need?

Many factors can help you determine how much coverage you really need. Here's what to look out for as you compare insurance policies to find the best fit for your small business:

Policy limits

Your policy limit is the maximum amount your insurer will pay for a covered claim. Once this threshold is reached, you’re responsible for paying the remaining costs out of pocket.

There are two types of policy limits:

It’s important to select coverage limits that can cover the costs of a potential lawsuit, without buying more than needed. You can determine the right limits by assessing factors such as:

  • Industry risk
  • Business size
  • Business location
  • Contractual requirements

One of the most popular small business coverage options is a general liability policy with $1 million per-occurrence / $2 million aggregate limits. However, if your business is in a high-risk field like construction, manufacturing, or healthcare, you probably need a policy with higher limits.

You can also extend your coverage with an umbrella policy, which provides an extra layer of protection across several liability policies. Once your standard policy is maxed out, it covers the remaining balance of the total claim.

Deductibles

Your deductible is the amount your business pays out of pocket before insurance benefits kick in.

  • A lower deductible means you’ll pay less out of pocket for a claim, but more for your premium.
  • A higher deductible lowers your premium, but requires you to pay more out of pocket before insurance coverage kicks in.

Comparing deductibles helps you determine which policy offers the amount your business can comfortably cover before insurance pays anything.

When determining how much coverage your business needs, there are two additional things to consider:

  • Client contracts: Clients may require specific coverage before hiring you, such as errors and omissions insurance (E&O), workers’ compensation, or general liability coverage.
  • Commercial leases: Landlords often require commercial property coverage to sign a lease for a storefront or office space, to cover property damage, stolen inventory, and other financial losses.

What factors affect business insurance costs?

To determine your business insurance premiums, these are the key factors that insurers will evaluate:

  • Industry
  • Payroll
  • Revenue
  • Claims history
  • Vehicles
  • Location

Today, there are a handful of additional factors underwriters will consider when pricing your policies:

  • Cybersecurity controls
  • Climate and weather exposure
  • High-risk states
  • Remote workforce risks
  • AI and data-handling exposure
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Do I need insurance if I use independent contractors or freelancers?

Independent contractors and freelancers are usually excluded from business insurance policies. This is because your policies are priced based on your business risks, safety protocols, and permanent employees, while ICs are considered self-employed.

If you hire freelance or contract workers, there are a few things you can do to protect your business:

  • Mandate contractor insurance: Requiring independent contractors to carry their own insurance policies, including general liability, professional liability, commercial auto, and workers' compensation, is highly recommended.
  • Verify certificates of insurance: Before signing a contract or allowing work to begin, make sure you ask for a contractor's certificate of insurance (COI) for all required policies.
  • Comply with state laws: Some states, like Florida and Louisiana, require businesses in construction and other high-risk industries to carry workers' comp coverage for contractors.
  • Correctly classify employees: Some employers try to save money on workers' comp premiums by reporting false worker class codes. Intentionally misclassifying full-time employees as independent contractors is illegal and can bring steep penalties, felony charges, or imprisonment.
  • Consider additional insured endorsements: Asking a contractor to name you as an additional insured on their policy transfers the risk to their insurance if someone sues your business. Or, you can add a contractor to your general liability or other business policy to extend your protection during a project.

Taking these steps ensures your business is protected no matter who's doing the work.

How easy is it to file a claim and get proof of insurance?

Whether you're filing a claim or need proof of insurance to win a contract, having an insurer that puts your convenience first is key. Here are some things to consider:

Claims process efficiency

When disaster strikes, it's important to know how smoothly your insurance company will handle the claims process. You should evaluate key details like:

  • How easy it is to initiate a claim
  • How quickly they typically resolve and pay out claims
  • How they handle, investigate, and settle claims
  • How they communicate claims decisions

Customer experience

Before committing to a carrier, you'll want to know how they're going to make life easier for you, namely:

  • Can you get quick policy quotes online?
  • What sort of digital policy management tools do they provide?
  • Do they provide digital certificates of insurance (COIs)?

Insureon's application process is quick, painless, and completely online. You can compare quotes online from multiple top-rated insurance providers, talk with a licensed agent, and get same-day COIs for most policies.

How will my insurance needs change as my business grows?

As your business evolves, your risks will change. It’s important to review your coverage annually to ensure you have the right coverage in place. Your insurance needs will change if your business:

  • Hires employees or subcontractors
  • Buys expensive equipment and tools
  • Starts signing larger contracts
  • Relocates or adds new locations
  • Gets new locations
  • Buys cars, vans, trucks, or other business vehicles
  • Has significant revenue growth
  • Expands service or product offerings
  • Starts storing customer data

Should I buy business insurance online or work with an agent?

Digital insurance platforms and insurance agents both provide major benefits for your small business.

Buying business insurance online offers:

  • Faster quotes
  • Multiple carriers
  • Easier pricing comparisons
  • Digital COIs

Working with a licensed insurance agent can help you:

  • Identify exclusions
  • Review contracts
  • Choose policy limits
  • Understand endorsements

Most small businesses find the most success using both. Insureon offers the convenience of a digital platform and the expertise of licensed insurance agents, putting all of your policy management needs in one place.

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Insureon makes it easy to find the best insurance options for your business

Get free, customized insurance quotes online with one easy online application. Insureon helps small businesses secure affordable insurance coverage from top-rated U.S. insurance carriers.

You can also speak with a licensed insurance agent to determine the right coverage limits for your company. Once you find the right policies for your small business, you can begin coverage in less than 24 hours and get a certificate of insurance (COI) for your small business.

Julie Watt, Content Editor

Julie writes blog posts and site content that breaks down complex topics, provides expert advice, and helps connect small business owners with the best insurance solutions. Before joining the Insureon team, Julie worked as a copywriter and content strategist for ad agencies and in-house creative marketing teams to bring brand stories to life and connect loyal consumers with quality products. She’s built and led copy teams at companies such as T.J.Maxx, Amazon, and BISSELL.

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Workers' compensation insurance
Professional liability insurance

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