What's the difference between employees and independent contractors?
The core difference comes down to control. Employees work under your direction. You set their schedule, tell them how to do the job, and provide the tools they use. Independent contractors control their own methods and timing. They’re running their own business and you’re hiring them for a specific outcome, not an ongoing relationship where you manage their work.
The IRS looks at three factors when determining classification. Behavioral control asks whether you direct how the work gets done or just what the final result should be. Financial control considers whether they have their own expenses, equipment, and opportunity for profit or loss. The type of relationship matters too, meaning whether this is ongoing employment or a defined project with a clear end.
From a bookkeeping standpoint, the handling is completely different. Employees require payroll. You withhold federal and state income tax, Social Security, and Medicare from each paycheck. You pay the employer share of payroll taxes, which adds roughly 7.65% on top of wages. You file quarterly reports with the IRS and Virginia, and you issue W-2s at year end.
Contractors are simpler on paper but have their own requirements. You don’t withhold anything from their payments. They’re responsible for their own self-employment taxes. If you pay a contractor $600 or more during the year, you issue a 1099-NEC by January 31. Their payments hit a regular expense account rather than flowing through payroll with all the associated withholding and employer tax liabilities.
The tax savings from using contractors is real, which is exactly why misclassification is such a common problem. Calling someone a contractor when they’re functionally an employee avoids payroll taxes and administrative burden. But the IRS actively audits for this. If you’re caught, you owe the back taxes you should have withheld and paid, plus penalties and interest. Virginia enforces this as well.
Warning signs that a contractor might actually be an employee include working only for you on a full-time basis, using tools and workspace you provide, having no other clients, receiving extensive training and close supervision, and continuing indefinitely with no defined end point. A written agreement calling them a contractor doesn’t override the reality of how they actually work.
Getting the classification right matters for your financial statements too. If contractor payments should have been run through payroll, your expense categories are wrong, your payroll tax liabilities are understated, and your quarterly filings are inaccurate. Reliable bookkeeping services in Richmond catch these issues before they compound into bigger problems.
If you’re unsure how to classify a worker, get help before you start paying them. Fixing misclassification after the fact is expensive. A conversation with your bookkeeper or accountant upfront costs far less than back taxes and penalties down the road.
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More Questions
Can I do my own bookkeeping or should I hire someone?
You can do your own bookkeeping. Whether you should depends on your time, your consistency, and whether the hours you'd spend are worth more doing something else. DIY works early on but often becomes a burden as the business grows.
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The method depends on your business structure. Sole proprietors and most LLCs take owner's draws. S-corp owners must pay themselves a salary through payroll and can take additional distributions.
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You need to collect sales tax in states where you have economic nexus, which usually means exceeding $100,000 in sales or 200 transactions. The rules changed in 2018, so physical presence is no longer required.
Read answerHow do I handle sales from third-party delivery apps like DoorDash and Uber Eats?
Record the full sale amount as revenue and the platform's commission as a separate expense. The deposit will be the net amount, but your books will show true sales and actual delivery costs.
Read answerHow do I track fees from Shopify, Amazon, and PayPal?
Record gross sales and fees separately instead of just booking net deposits. Each platform provides settlement reports that break down exactly what they charged you, which you need for accurate margins and proper tax deductions.
Read answerWhat does it mean to reconcile my accounts?
Reconciling means comparing what your bank statement shows against what your accounting software shows, then fixing any differences. It confirms your books match reality.
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