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Business Insurance for Sole Proprietors: Where to Start
When I started my first solo business, I had no idea what insurance I needed, or whether I needed any at all. Here's the answer I wish I'd had:
Christian Goy · · 6 minute read

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When I started my first solo business, I had no idea what insurance I needed, or whether I needed any at all. Here's the answer I wish I'd had: yes, you probably need some, and business insurance for sole proprietors matters more than most people assume — because legally, your business is you.
Am I even a sole proprietor?
Almost certainly, yes. If you take money for work and never registered as anything else, the government automatically treats you as a sole proprietorship. There's no form and no decision; it happened the moment you got paid. The IRS defines a sole proprietor as someone who owns an unincorporated business and who has no legal identity separate from the business. That's why your business income goes on Schedule C of your personal tax return: legally, there's no one else to tax.
You're in big company here. There were 30.4 million non-employer businesses in the U.S. in 2023, and most of them look exactly like you — one person, no employees, no legal entity assigned to it.
What happens if something goes wrong?
If you are a "no legal identity apart from its owner," which sounds like tax trivia, meaning a claim against your business is a claim against you personally. Your savings, the money you set aside for rent — all of it is reachable through a lawsuit or claim.
Will you ever get sued? Honestly, most solo owners won't. But the costs are real when it happens. Small businesses carried roughly $160 billion of the $347 billion in lawsuit costs U.S. businesses paid in 2021, and relative to revenue the burden was about seven times heavier for businesses making $1 million or less.
People tend to treat insurance as something to look at later, after they form an LLC (a limited liability company) and things feel official. It's backwards. Business insurance for sole proprietors is more urgent than anyone else's, because there is no entity between the claim and you.
Insurance jargon decoded
Business insurance wasn't really top of mind for me. It was my first big client, who required insurance before we could start working together. I scrambled to find a website that could get me covered within a day, and to be honest it was a pain — partly because I didn't understand a word of it. COI, BOP, E&O, GL, endorsements, exclusions. All gibberish to me at the time. If it reads like gibberish to you too, keep going — this list is for you:
- Certificate of insurance (COI). The one-page document that proves you have a policy. It's usually the first term you'll encounter, because a client contract asks for it. I wrote more about how a COI works and how to get one fast.
- General liability (GL). Covers injuries to other people and damage to their property. You knock a client's monitor off their desk; GL is the policy that pays.
- Errors and omissions (E&O). Also called professional liability insurance — two names for one policy. It covers claims of negligence, errors, omissions, or inadequate work: your advice or deliverable cost a client money, and they want it back.
- Businessowners policy (BOP). A bundle of general liability plus coverage for your own equipment, often cheaper together than bought separately.
- Endorsements. Add-ons that change what a policy covers.
- Exclusions. The list of things a policy will not pay for. Read this part before you buy.
Doesn't my homeowner's insurance cover this?
Mostly, no. A typical homeowners policy covers about $2,500 of business equipment, and one laptop plus a decent camera can put you over that. The liability side is narrower still: homeowners endorsements for business activity are generally offered only to businesses with few business visitors, like writers. Policies differ and yours might cover a little more, so check. But if a client twists an ankle in your home office, your homeowners policy likely wasn't priced for it. If your gear is the main worry, here's what homeowners policies actually cover. For the liability part, you're looking at a business policy.
Where do you actually start?
Do sole proprietors need business insurance by law? For most solo owners, no. Requirements like workers' comp and unemployment insurance start once you hire employees. With no employees, your coverage is driven by risk and contracts: how your work could hurt someone, and what your clients demand before they'll sign. Sole proprietorship insurance isn't a special product, by the way — it's the same GL and E&O policies everyone else buys, sized to one person.
So ask two questions. Could your work physically hurt a person or their property? Then GL is what you might need. Could your advice or your deliverable cost a client money? Then E&O is what you might need. Plenty of solo businesses need just one, and some need both — a designer working from home mostly needs E&O, while a photographer hauling lights into venues might need both.
What about the LLC? That's a separate decision with a separate job. An LLC can protect your personal assets, but it doesn't pay claims — business insurance does that, with or without an LLC. Forming one later adds protection; it doesn't replace the policy.
Whatever you choose, get it before a contract demands it. Same-day coverage exists — I found it, eventually — but buying in a panic at the deadline cost me a bunch of sleepless nights I could have skipped with a place to start. You're reading this before that email arrives, so use the head start.
You're building something real. Protect it.
We built Olli for this day-one moment. Tell us what you do, and we'll show you the coverage that fits — COI included. Start your quote at olli.insure.
Our editorial content is intended for informational purposes only and is not written by a licensed insurance agent. Terms and conditions for rate and coverage may vary by state, class of business or the individual.
Sources
- U.S. Small Business Administration — Choose a business structure
- Internal Revenue Service — Sole proprietorships
- U.S. Census Bureau — 2023 Nonemployer Statistics
- Insurance Information Institute — Insuring your home-based business
- U.S. Chamber Institute for Legal Reform — Tort costs and small business
- U.S. Small Business Administration — Get business insurance
