Jul 23, 2025

Business Insurance Pitfalls: How To Choose the Best Broker for Your Needs

Business insurance is more than a policy — it’s the backbone of a company’s risk strategy. But too often, business owners choose brokers without a full understanding of what’s at stake. Selecting the wrong broker can leave your business exposed when it matters most. To help you avoid those missteps, we’ve put together a practical guide on how to choose the right partner.

Common Mistakes When Choosing a Broker

Not all brokers are created equal, and that becomes clear when you start comparing more than just the quotes. Many business owners unknowingly make the same missteps when selecting a broker, and those choices can have lasting consequences. Here’s what to watch out for.

Focusing Only on Price

Sure, it’s tempting to go with the lowest premium. But the cheapest policy often means gaps in coverage, sky-high deductibles, or limited claims support. Business insurance is about value, not just cost.

Choosing a Broker Who Lacks Industry Experience

Every industry has unique risks. A broker unfamiliar with your space may overlook essential coverage types or misunderstand regulatory nuances. That lack of insight could lead to serious exposure down the road.

Not Verifying Licensing or Credentials

You wouldn’t hire an unlicensed contractor to build your office. Why trust a broker without verifying their qualifications? Check that the broker is licensed in your state and in good standing. The National Association of Insurance Commissioners offers guidance on choosing the right agent or broker.

Working With Brokers Who Don’t Offer Tailored Solutions

Cookie-cutter policies rarely fit growing or complex businesses. A broker who doesn’t take time to understand your operations won’t be able to design a package that aligns with your actual risk profile.

What Can Go Wrong With the Wrong Broker

The impact of a poor broker decision may not be obvious until something goes wrong. Here’s a look at what can go sideways when your broker isn’t the right fit.

Inadequate or Inappropriate Coverage

Your policy might exclude crucial operations or offer insufficient limits. For example, a general liability policy might not account for professional liability, leaving you vulnerable to lawsuits that aren’t covered.

Claims Mishandling or Denied Claims

While the insurance carrier ultimately pays or denies claims, a broker’s role in helping you structure coverage upfront is crucial. If the broker didn’t match you with the right policy or failed to explain exclusions or limitations, you could be stuck footing the bill for a denied claim. For example, without a broker reviewing the fine print, you may not realize your policy has a water damage exclusion or that your deductible balloons under certain conditions.

Lack of Regular Reviews

Your insurance needs evolve with your business. If your broker doesn’t check in annually or after major changes, you might miss out on updates that could enhance your protection or reduce premiums. 

Poor Service During Renewal or Audits

If your broker ghosts you when it’s time to renegotiate your policy — or worse, fails to notify you of coverage lapses — it’s not just frustrating. It’s dangerous.

No Risk-Management Plan

A good broker helps you prevent losses, not just insure against them. If there’s no plan in place for managing risks like cyber threats, employment practices liability, or property damage, your insurance might not be enough. 

A smart strategy is to use a package policy. By bundling key coverages into a single plan, businesses can simplify risk management and reduce costs. Oakwood Risk breaks down why package policies make sense for many companies.

What To Look for in the Right Broker

The right broker isn’t just a middleman; they’re a strategic partner. Here are some qualities that are green flags.

  • Experience with your business type or industry: Whether you’re running a construction firm or a biotech startup, your broker should speak your language and anticipate your risks.
  • Access to multiple business insurance companies: A broker with broad market access isn’t limited to a single carrier’s offerings. They can compare quotes and customize a policy that fits your business like a glove.
  • A broker who offers proactive risk-management advice: Look for someone who helps you reduce exposures, stay compliant, and minimize future claims.
  • Transparent communication and ongoing support: If your broker doesn’t return your calls or seems vague about policy details, that’s a red flag. You want someone who makes the complex clear and checks in throughout the year, not just at renewal time.

Why Oakwood Risk Is a Smart Choice

At Oakwood Risk Insurance Solutions, we believe that business insurance should empower your company, not hold it back. That’s why our brokers take the time to understand your business model, industry dynamics, and long-term goals. 

With access to a wide network of business insurance companies and a commitment to personalized service, Oakwood delivers more than a policy — we deliver peace of mind. Our team works with you year-round, not just during renewals, to ensure your coverage evolves as your business grows. That’s the Oakwood difference: expert insight, client-first service, and a relentless focus on long-term value.

Contact us to protect your business, support your growth, and ensure you’re working with a broker who puts your interests first.

About Oakwood

Oakwood Risk provides industry-leading insurance services, solutions, and counsel to our clients. Our professionals are valued for their ability to provide outstanding customer service, with a commitment to the relentless pursuit of value-added solutions, results, and comprehensive coverage.

Oakwood Risk at Work

One of our clients had been purchasing D&O insurance from the same carrier for several years. We looked at their tower and realized that not only was their primary carrier not A+ rated, they were also paying too much for the primary layer. We were able to move the coverage to A+ rated paper and save the client six figures.