What Small Business Owners Often Get Wrong About Workers’ Comp

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Written by Cara Carlone
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If you’ve ever chatted with small business owners about workers’ compensation, you’ve probably noticed something interesting. Everyone feels like they sort of understand it, but the details get fuzzy pretty fast. Some think it only applies to big companies, some assume it’s optional for tiny teams, others believe contractors don’t count or that they can skip coverage because the work seems “low risk.”

Workers’ comp isn’t just a box to check. It’s a major line of protection, and misunderstanding it can put a business owner in a tough spot. Whether you’re running a one person operation or slowly adding help as you grow, getting this wrong can lead to fines, unexpected costs, and stressful situations when someone gets hurt.

The First Big Mistake

A huge number of owners assume they’re exempt. They think workers’ comp is only required once you have employees on payroll. But depending on the state and the nature of your business, you might need workers comp insurance for sole proprietors sooner than you expect. And even in places where you’re not legally required to carry it, there are strong reasons to consider it anyway.

If you’re a sole proprietor doing physical work, traveling for jobs, handling equipment, or working in unfamiliar environments, you’re exposing yourself to risks every day. If you get injured on the job, your personal health coverage may not cover everything. Workers’ comp can step in for medical bills, ongoing care, lost income during recovery, and more.

Assuming The Work Is Too Safe To Worry About

You’d be amazed how many injuries happen during everyday tasks. Carrying boxes, moving equipment, driving between job sites, slipping on a wet floor. Even office-based businesses deal with repetitive strain or freak accidents. No line of work is perfectly safe.

Small businesses often operate with tight schedules and limited staff. When the owner gets injured, the whole operation slows down or stops. That’s why workers’ comp isn’t just about meeting legal requirements. It’s about giving your business a way to keep going during unexpected setbacks.

Thinking General Liability Covers Everything

General liability and workers’ comp get mixed up all the time. They’re both important, but they do two completely different jobs. General liability protects your business if someone else gets hurt because of your work. Workers’ comp protects you or your employees if the injury happens while working.

If someone working for you gets injured and you don’t have the right coverage, general liability won’t step in to help. That’s where business owners often face the biggest financial surprises.

Bringing On Help Without Updating Coverage

A lot of small operations grow little by little. You might hire someone for a weekend project, then again for the next one, and before you know it they’re helping regularly. That’s usually the point where workers’ comp needs to be in place.

Many owners don’t realize that the moment someone starts helping in a consistent way, coverage should be reviewed. It doesn’t matter if they’re a friend, a relative, or a part-time helper. What matters is the work they’re doing and how laws classify their role.

Underestimating The Financial Impact

Many owners think workers’ comp claims only happen to large operations with big crews. But the financial impact is often heavier for small businesses because every dollar matters more. Medical bills, lost income, legal fees, and penalties for not having coverage can wipe out a savings account in weeks.

Workers’ comp exists to keep that from happening. It protects the business you’re working hard to build, and it protects the people who help you run it.

Final Thoughts

Small business owners wear a lot of hats, and it’s easy to overlook something that feels technical or administrative. But workers’ comp is one of the core protections that keeps a business stable. Understanding what you need, and when you need it, is part of running a safe, successful operation. Ensure you have it in place to future-proof your business.

About Cara Carlone

Cara Carlone is a Chartered Property Casualty Underwriter (CPCU) with 20+ years of experience in underwriting, portfolio management, and competitive analysis. She has led underwriting strategy at LOOP and produced market research at Amica Insurance. She now applies her deep industry expertise to create clear, accurate, and consumer-focused insurance content for Insuranceopedia. In her free time, she enjoys baking, reading, and listening to podcasts.
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