Bookkeeping and payroll for small businesses across central Virginia.

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Should I run payroll myself or use a payroll service?

Running payroll yourself is possible, especially with only one or two employees on straightforward wages. But payroll involves more than printing checks. You’re responsible for calculating withholdings, making tax deposits on time, filing quarterly reports, and producing W-2s at year end. Miss a deadline or calculate something wrong and the penalties add up fast.

The IRS doesn’t care if you’re a small operation figuring things out. Late payroll tax deposits trigger penalties starting at 2% and climbing to 15% depending on how late. Incorrect withholding means you owe the difference plus interest. These aren’t theoretical risks. They happen regularly to small business owners who thought payroll was simpler than it is.

Payroll software sits between doing everything manually and handing it off completely. Services like Gusto, QuickBooks Payroll, or ADP Run calculate withholdings, generate pay stubs, and file taxes automatically. You enter hours, approve the run, and the software handles the rest. This works well if you’re comfortable managing the process and can dedicate consistent time to it each pay period. Most Tri-Cities bookkeepers recommend starting here if you want to stay hands-on but reduce the chance of errors.

Full payroll services take it further. Someone else manages the entire process. You approve hours and they handle everything including troubleshooting when something doesn’t look right. This makes sense when you have tipped employees, commission structures, multiple pay rates, or a mix of W-2 employees and 1099 contractors. It also makes sense if you simply don’t want to think about payroll and would rather spend that time running your business.

The cost comparison isn’t just the service fee versus doing it free. Your time has value. If you’re spending three hours per pay period on payroll when you could be doing billable work or serving customers, that’s a real cost. Add the stress of making sure you filed correctly and the potential penalty if you didn’t.

For most small businesses, the decision comes down to volume and complexity. A sole proprietor with one part-time helper on hourly wages can manage with payroll software. A restaurant with fifteen employees, tip reporting, and varied schedules shouldn’t try to handle that alone. The breakpoint is usually somewhere between three and five employees, or whenever you catch yourself dreading payroll day.

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More Questions

What records do I need to keep for the IRS?

Keep documentation for all income and expenses reported on your tax return. This includes bank statements, receipts, invoices, payroll records, and asset purchase documentation.

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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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When are Virginia business tax returns due?

Virginia business tax deadlines follow federal deadlines. Partnerships and S-Corps are due March 15, while sole proprietors and C-Corps file by April 15. Extensions add time to file but not to pay.

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Why do my bank statements never match my books?

Usually it's timing differences, missing transactions, or data entry errors. Outstanding checks, unrecorded bank fees, and duplicate entries are the most common culprits.

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Do I need to send 1099s to all my subcontractors?

Not every subcontractor needs a 1099. The $600 threshold, corporate status, and payment method all determine who gets one. Collect W-9s from subs before paying them so you have the information you need at tax time.

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What's the best way to track subcontractor payments?

Collect a W-9 before the first payment, set up each sub as a vendor in your accounting software, and code every payment to the job it belongs to. This setup gives you accurate job costs and makes 1099 filing straightforward.

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