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How do I prepare my books for tax season?

Reconcile every bank account and credit card through December 31. This is the foundation. If your accounts aren’t reconciled, your numbers can’t be trusted and your tax preparer will spend time figuring out what’s real. That time costs you money.

Review every transaction for proper categorization. Sort by category and look for anything that seems off. That $2,800 charge sitting in uncategorized expenses needs to go somewhere specific. Meals and entertainment should actually be meals, not a mix of client dinners and office supplies. The categories flow directly to your tax return, so accuracy matters.

Clear out placeholder accounts. If you’ve been parking confusing transactions in “Ask My Accountant” or similar holding categories, now is the time to research what they actually were and code them correctly. Your accountant shouldn’t be guessing at what a random Amazon charge was for.

Review your accounts receivable and accounts payable. Write off any receivables that are truly uncollectible. Make sure all vendor bills that arrived in December are recorded, even if you haven’t paid them yet. This affects your year-end profit number.

Gather your 1099 forms. You’ll receive 1099s from clients who paid you more than $600. You also need to issue 1099s to vendors you paid more than $600 if they’re not corporations. The deadline for sending 1099s is January 31, so handle this early.

Review fixed assets. Did you buy equipment, furniture, or vehicles this year? Those shouldn’t be expensed directly. They need to be recorded as assets and depreciated. Did you sell or dispose of any assets? That needs recording too.

Pull personal expenses out. If you accidentally paid for groceries with the business card, that’s not a business expense. Code personal transactions to owner’s draw so they don’t inflate your deductions.

Run a profit and loss statement and balance sheet for the full year. Review them for anything that looks wrong. Revenue way higher or lower than expected? An expense category that seems too big? A negative bank balance that shouldn’t exist? These are signs of misclassified or missing transactions.

The businesses that have the easiest tax seasons are the ones with ongoing bookkeeping throughout the year. Monthly reconciliation and categorization means there’s very little cleanup needed come January. You’re just running reports and handing them over, not scrambling to reconstruct twelve months of transactions.

If your books are behind or messy, get them caught up before your tax appointment. Showing up with a shoebox of receipts and unreconciled accounts means your accountant charges more, your return takes longer, and you risk missing deductions you’re entitled to. Many small businesses find that working with Andover, MA advisory services before tax season pays for itself through smoother filings and fewer surprises.

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More Questions

What is a chart of accounts and why does my business need one?

A chart of accounts is the list of categories your business uses to record every financial transaction. Without one, your books are just transactions with no organization, and your financial reports won't tell you anything useful.

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Can a bookkeeper help me if I'm behind on quarterly estimated taxes?

A bookkeeper helps by getting your books current so you know your actual income and can calculate what you owe. They provide the foundation your tax professional needs to determine estimated tax amounts and catch-up payments.

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What is the difference between bookkeeping and accounting?

Bookkeeping is recording and organizing financial transactions. Accounting is analyzing that data, preparing tax returns, and providing strategic guidance. Most small businesses need both, just at different levels.

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Should I start over with new books or fix my existing records?

In most cases, fixing your existing records is the better choice. Starting over sounds appealing but doesn't erase tax obligations or the need for historical documentation. The right answer depends on how far behind you are and what's actually wrong.

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When should I hire a bookkeeper instead of doing it myself?

Hire a bookkeeper when the time you spend on books costs more than paying someone else. If you're falling behind, dreading reconciliations, or making decisions without trusting your numbers, you've probably passed that point.

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What is catch-up bookkeeping and how much does it cost?

Catch-up bookkeeping reconstructs and reconciles your financial records when they've fallen behind. Most small business projects cost $500 to $3,000 depending on how many months you're behind and how messy things got.

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Vast Accounting provides bookkeeping, payroll, and fractional CFO services for small businesses across the Merrimack Valley and Greater Boston. We combine 15+ years of hands-on finance experience with a genuine commitment to helping local businesses succeed.

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