Bookkeeping, tax, and advisory services for service businesses across New England and nationwide.

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What records do I need to keep, and for how long?

The standard rule is to keep anything that supports what’s on your tax return for at least three years from the date you filed. That’s the IRS’s basic window to audit most returns. But several situations call for longer retention, so the safer approach is to keep most business records for seven years.

Keep your actual tax returns permanently, or at least indefinitely. They’re easy to store digitally and you may need them to prove prior year income for loans, refinancing, or business transactions years later. For the documents backing up those returns, the three-year rule applies in most cases. It extends to six years if you underreported income by more than 25 percent, and there’s no limit if you never filed.

Bank and credit card statements should be kept for at least three years, though seven is safer. These prove deposits, payments, and the flow of money through your business. If you’re ever questioned about a deduction, the statement showing you actually paid for something is your first line of defense.

Receipts matter because they show what you bought and that it was business-related. A credit card statement proves you spent $127 at Staples, but it doesn’t prove what you purchased. Save receipts digitally since paper fades, gets coffee-stained, and ends up in a shoebox you never open again.

Payroll records need to be kept for at least four years after the tax was due or paid, whichever is later. This includes timesheets, W-4s, records of wages and tips, and documentation of fringe benefits. Keep copies of every 1099 you issue along with the W-9s you collected from contractors for at least four years as well. These documents prove you met your filing obligations.

For equipment, vehicles, and other assets you depreciate, keep purchase records for as long as you own the asset plus seven years after you sell or dispose of it. You need to prove what you paid and when, especially if you claimed depreciation or took a Section 179 deduction.

Good records protect your deductions. If the IRS questions something on your return, you need documentation to support it. Without receipts or statements, you can lose deductions you legitimately earned. With organized records, an audit becomes a paperwork exercise. Simona is an Enrolled Agent and handles IRS representation for clients who need it, but the best outcome is having records clean enough that representation is straightforward.

Keep everything digital where possible. Scan paper receipts as they come in or use apps that capture them automatically. Store files in a consistent folder structure by year and category. Cloud storage with automatic backup means you won’t lose everything to a hard drive failure or a flooded basement.

When your books are kept properly throughout the year, record retention gets much simpler. Small business bookkeeping services create a documented trail in QuickBooks Online that ties your financial statements to the underlying transactions. If you’re not sure your records are where they should be or you want help setting up a system that actually works, reach out for a consultation.

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More Questions

What does Smart Outsourced Solutions do, and who is it for?

Smart Outsourced Solutions provides bookkeeping, payroll, sales tax, 1099s, personal tax returns, tax planning, and IRS representation for owner-operated service businesses. The firm is run by Simona Leppala, a CPA and Enrolled Agent, so tax expertise is built into the bookkeeping from day one.

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How do I handle 1099s for the freelancers I subcontract?

Collect a W-9 from each freelancer before the first payment, track payments per person throughout the year, and file 1099-NEC forms by January 31 for those over the threshold.

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I am switching from another bookkeeper. How does the transition work?

We get access to your QuickBooks Online file, review the last few months for accuracy, fix anything that's off, and pick up the ongoing work. Your involvement is minimal and the transition typically takes two to three weeks.

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Can I pay my cleaners as 1099 contractors in Massachusetts?

In most cases, no. Massachusetts uses the ABC test for worker classification, and cleaners performing a cleaning company's core work almost always fail Prong B, which requires the work to be outside the company's usual business.

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What accounting software do you use?

We use QuickBooks Online for all of our bookkeeping clients. It's cloud-based with automatic bank feeds and integrates with payroll and other apps. If you're on a different tool or spreadsheets, we handle the migration.

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Do my stylists get the new tax break on their tips?

Yes, stylists qualify for the new No Tax on Tips deduction available 2025 through 2028. Eligible workers can deduct up to $25,000 of tips on their personal returns, though tips remain subject to Social Security and Medicare. For salon owners, clean tip tracking in payroll becomes essential with new W-2 reporting starting in 2026.

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Massachusetts bookkeeping and accounting firm helping service businesses across New England and nationwide. We go beyond recording transactions to show owners what their numbers actually say about their business. Founded by Simona Leppala, a CPA and Enrolled Agent.

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