Your Small Business Is Booming. Is Your Insurance Keeping Up?

Akram Chauhan
5 min read49 views
Your Small Business Is Booming. Is Your Insurance Keeping Up?

Let’s start with some good news, because who doesn’t love that? Small businesses across the U.S. are doing incredibly well. A recent report from Hiscox shows that a whopping 62% of small business owners have seen their revenues climb over the last couple of years. That’s fantastic!

But here’s the part that keeps me up at night, and it should probably worry you, too.

Even with all that growth, a staggering 77% of small businesses are underinsured. Think about that for a second. More than three out of every four businesses are walking a tightrope without a safety net. And believe it or not, that number is actually worse than it was last year.

It feels completely backward, right? Your business is growing, you're making more money, and yet, your risk is also quietly growing in the background. It’s a dangerous blind spot, and it’s time we shine a big, bright light on it.

The Great Disconnect: Why Isn’t Insurance Keeping Pace?

So what’s going on here? It seems like as businesses scale up, their insurance protection is getting left behind.

The 2025 Hiscox Underinsurance in Small Business Report dug into this, and the findings are pretty eye-opening. While business owners are masters of their craft—be it baking, coding, or consulting—many are operating with some serious insurance gaps.

For instance, only about two-thirds (65%) have general liability coverage. Less than half (49%) have property insurance. And professional liability? That drops to just 42%.

This tells me that as businesses are hiring, taking on bigger projects, and buying more equipment, they aren't updating their coverage to match. It’s like putting a brand new, powerful engine in your car but keeping the old, worn-out brakes. You’re moving faster, but you’ve lost the ability to stop a disaster.

"I Thought My Policy Covered That!"

Here’s where things get really tricky. A huge part of this problem comes down to some widespread, and honestly, very understandable confusion. Insurance can feel like it’s written in a different language.

The Hiscox survey found that most business owners are in the dark about what their policies actually do. It's not their fault; this stuff can be confusing! But these misunderstandings create massive risks.

Let’s break down a few of the big ones:

  • Professional Liability is a mystery. A staggering 83% of business owners couldn't correctly describe what professional liability (also known as Errors & Omissions) covers. Many thought it was for things like a client slipping and falling in their office (that’s General Liability) or their own laptop getting damaged (that’s usually Property). In reality, it’s for mistakes in the professional services you provide. Think of an accountant who makes a costly error on a tax return or a consultant whose advice leads to a financial loss for a client.
  • Cyber risk feels like someone else’s problem. We all know cyber threats are out there, but 75% of business owners are exposed. Among those without cyber insurance, nearly 40% believe their systems are "secure enough," and another 30% think their business is simply too small to be a target. This is one of the most dangerous myths out there. Hackers often see small businesses as easy targets precisely because they lack sophisticated security.
  • General Liability isn't a catch-all. About three-quarters (74%) of owners misunderstand what general liability is for. They expect it to cover property damage from a fire or a flood, but those events are typically handled by a Commercial Property policy. General Liability is for third-party claims—bodily injury or property damage you cause to others.

As Mary Boyd, the CEO of Hiscox USA, put it, “Business owners are experts in their profession, but insurance terminology can seem tough to master.”

She’s absolutely right. She goes on to say, “As an industry, we must continue to help business owners understand the differences between policies, omit alienating jargon, and encourage them to let us know when their business has changed.” I couldn't agree more. We have to do a better job of making this simple and clear.

When Do You Actually Need Insurance? (Hint: It’s Sooner Than You Think)

The final piece of this puzzle is timing. It turns out that a lot of entrepreneurs are waiting way too long to get protected.

It’s a bit of a "chicken or the egg" problem. You need money to buy insurance, but you need insurance to protect your money. Nearly half of business owners (45%) believe they should buy insurance much later than they actually need it.

When do they think is the right time?

  • 24% are waiting until they’re working on their business full-time.
  • 21% are holding off until they’re profitable or hit $100,000 in revenue.

This delay is what creates the coverage gaps we’ve been talking about. By waiting, you’re leaving your business exposed during its most vulnerable early stages. A single lawsuit or data breach before you’re insured could be the end of the road.

Think of it this way: you wouldn’t wait until your house is on fire to buy a fire extinguisher. You buy it just in case. Business insurance works the exact same way. It’s a tool you hope you never have to use, but you’ll be incredibly grateful it’s there if you do.

So, if your business is growing—and I truly hope it is—take a moment to pause. Don't let your insurance be an afterthought. Have a real conversation with your agent or broker. Tell them what's new, what's changed, and what your goals are. Let's make sure that safety net is growing right along with your success.

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