July 28, 2025 · Don Halliwell
What Happens When You Actually Read Your Insurance Policy
I'm going to ask you to do something uncomfortable: pull out your commercial insurance policy and look at it. Not the declarations page. Not the certificate. The actual policy.
If you're like most business owners, you don't know where it is. Or you know where it is but you've never opened it. Or you opened it once, saw 150 pages of dense text, and decided that was a problem for Future You.
Future You is reading this article. Let's talk about what happens when you actually engage with that document.
The First 30 Minutes
I've sat with dozens of business owners as they read their insurance policies for the first time. The experience follows a predictable arc.
Minutes 1-5: Confidence. "This doesn't look that complicated. General Liability. Property. I know what these things are." They're reading the declarations page, which is designed to look simple.
Minutes 5-15: Confusion. "Wait, what's the difference between 'Each Occurrence' and 'General Aggregate'? Why are there three different limits for property damage?" They've moved into the coverage summary and discovered that familiar terms have unfamiliar meanings.
Minutes 15-25: Concern. "What do you mean pollution isn't covered? What about the heating oil tank in my building?" They've found the exclusions section and realized how many things their policy explicitly doesn't cover.
Minutes 25-30: Overwhelm. "I have no idea what I'm looking at anymore. This is twenty pages of definitions. Why are there forty-seven cross-references?" They've hit the policy's technical core and their eyes have glazed over.
This is why most policy reviews stop at the declarations page. Not because business owners don't care, but because the document is genuinely difficult to parse without training.
The Three Things You'll Discover
When business owners actually complete a full policy review—with help or on their own—they consistently discover three things:
First, their coverage has gaps they didn't know about. The most common gaps I see: cyber liability coverage absent or inadequate, employment practices coverage missing entirely, professional liability excluded from general liability policies, coverage sublimits that cap specific loss types well below the headline limit.
Second, they're paying for coverage they don't need. This is less common but still significant. I've seen retailers paying for contractor-specific endorsements. Office-based businesses paying for vehicle coverage they don't use. Landlords paying for tenant coverage that their leases don't require.
Third, the policy language differs from their understanding. Business owners often believe they're covered for things the policy specifically excludes. They think their general liability covers everything. They think their property insurance covers every peril. They think "comprehensive" means comprehensive.
The gap between belief and reality is where claims get denied.
The Conversation You Need to Have
After reading your policy, you need to have a conversation with your broker. Not "is my coverage good?" That question is too vague to generate useful answers.
Here are specific questions that produce specific answers:
"My policy excludes [specific thing]. Is that standard, or did the underwriter add it because of something specific to my business?"
"I see that my [specific coverage] has a sublimit of [specific amount]. My understanding was that I had [different amount] in coverage. Can you explain the difference?"
"My contract with [specific client] requires [specific endorsement]. Can you confirm that endorsement appears in my policy with the correct form number?"
"If [specific scenario that worries you] happened, which coverage would respond and how?"
These questions require your broker to engage with your actual policy, not just recite their sales pitch. Good brokers welcome these conversations. Mediocre brokers deflect them.
What Reading Your Policy Actually Changes
Here's what I've seen happen when business owners invest the time to understand their coverage:
Some discover they're dramatically underinsured in specific areas and purchase additional coverage. That's the scary outcome, but it's better to know before a loss than after.
Some discover they're overinsured in areas and reduce coverage, saving premium. That's the happy outcome, though it's less common than the first one.
Most discover that their coverage is basically adequate but contains specific gaps or issues they need to address. That's the realistic outcome—not disaster, but not perfect either.
All of them feel more confident in their insurance. Not because the coverage improved, but because they actually understand what they own.
The Alternative to Reading
I get it. You don't want to read 150 pages of insurance jargon. Neither do I, and I've been doing this for decades.
There are alternatives. You can pay a professional to review your policy and summarize the findings. You can use technology tools that extract and explain policy details. You can ask your broker to provide a plain-language summary of your coverage (though be aware of their incentive structure).
What you can't do is ignore the policy entirely and assume everything's fine. That's not a strategy. That's wishful thinking in business-casual attire.
Your insurance policy is a contract. It specifies exactly what the insurance company will and won't do when you file a claim. Reading it—or having someone read it for you—is the only way to know what you've actually purchased.