Bookkeeping and payroll for small businesses across central Virginia.

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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

What financial reports do contractors need to review regularly?

Job cost reports, profit and loss statements, cash flow projections, and accounts receivable aging are the essential reports. Job costing should be reviewed weekly on active projects while others can follow monthly rhythms.

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Can you help me migrate from QuickBooks Desktop to QuickBooks Online?

Yes, we regularly help businesses migrate from Desktop to Online. The process involves transferring your data, cleaning up historical entries, and getting you comfortable with the new system.

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When should I switch from doing my own books to hiring a bookkeeper?

There's no universal trigger point. The signs are usually falling behind on reconciliation, making recurring errors, or spending hours each month on something that pulls you away from actually running your business.

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My Last Bookkeeper Left My Books in Bad Shape. Can You Fix Them?

Yes. Cleaning up after a previous bookkeeper is a significant part of what we do. Misclassified transactions, unreconciled accounts, missing records. We sort it out and get you back to accurate books.

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What financial reports should I be reviewing every month?

Start with the profit and loss statement, balance sheet, and cash flow statement. Add accounts receivable and payable aging reports to track money coming in and going out. Monthly review catches problems while they're still small.

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How do I manage cash flow when customers pay in stages?

Structure deposits to cover your initial costs, invoice the same day you hit milestones, and track billed versus received separately. A cash reserve covers the inevitable gaps between completing work and getting paid.

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Virginia bookkeeping firm focused on small businesses. Bookkeeping, payroll, and fractional CFO services from a local Richmond team. A decade of working with businesses like yours. QuickBooks ProAdvisor certified.

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