Bookkeeping for contractors and service businesses in MetroWest and Greater Boston.

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What does catch-up bookkeeping cost?

Most catch-up bookkeeping projects start around $1,500 and can run to $5,000 or more depending on your situation. The range is wide because every backlog is different. Six months behind with organized bank statements is a different project than two years of chaos with missing receipts and multiple accounts.

The biggest factor is how far behind you are. Three months of backlog takes less time than eighteen months. Every additional month means more transactions to categorize, more statements to reconcile, and more detective work to figure out what actually happened.

Transaction volume matters too. A service business with 50 transactions per month is simpler than a contractor running hundreds of purchases across multiple suppliers, subcontractors, and job sites. More transactions means more time sorting, categorizing, and reconciling.

The number of accounts affects pricing directly. One bank account and one credit card is straightforward. Three bank accounts, four credit cards, a PayPal account, and a line of credit takes significantly longer to untangle and reconcile.

Record quality makes a real difference. If you have bank statements, receipts, and some sense of what happened, the work goes faster. If we’re starting from scratch with nothing but bank feeds and faded memories, expect it to take longer. Missing documentation means more research and more judgment calls about how to categorize transactions.

Business complexity adds time. A straightforward service business with income and expenses is simpler than a construction company that needs job costing, retainage tracking, and progress billing reconstructed historically. If your catch-up project requires rebuilding financial history with that level of detail, the cost goes up accordingly.

Some local bookkeepers charge hourly for catch-up work while others quote project fees. Hourly can feel risky because you don’t know the final cost until it’s done. Project pricing gives you certainty but requires the bookkeeper to estimate accurately upfront. Either way, expect the quote to vary based on the factors above.

The cost is almost always worth it. Messy books mean missed deductions at tax time, penalties for late or incorrect filings, and inability to get financing when you need it. Banks want clean financials before they approve loans. CPAs need accurate records to file your return correctly. Trying to run a business without knowing your real numbers leads to decisions based on gut feeling instead of facts.

If you’re behind and dreading tax season or a loan application, getting your books current now costs less than the penalties and missed opportunities from waiting.

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More Questions

How often should a small business do bookkeeping?

Monthly is the absolute minimum for accurate books. Weekly transaction review catches errors while they're fresh and prevents the dreaded backlog. Most small businesses benefit from consistent monthly closes with weekly check-ins during busy periods.

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How do I know if my bookkeeping is accurate?

Bank reconciliation is the foundation. Beyond that, your financial statements should match reality: actual cash, receivables you recognize, margins that make sense. If the numbers surprise you, something's off.

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How do I know if my construction jobs are profitable?

You need job-level cost tracking to know true profitability. Track labor hours, materials, and subcontractor costs by project and compare against your estimate. Without this data, you're guessing.

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Can I deduct business expenses from previous years?

Yes, you can claim missed business deductions by filing an amended return. The IRS allows amendments within three years of the original filing date, but you'll still need documentation to support the expenses.

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Can a bookkeeper help me fix my messy QuickBooks file?

Yes, qualified bookkeepers can clean up messy QuickBooks files. They reconcile accounts, recategorize transactions, remove duplicates, and organize your chart of accounts so your financial reports are accurate and trustworthy.

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Can someone clean up my QuickBooks for me?

Yes. A bookkeeper who knows QuickBooks can reconcile your accounts, fix miscategorizations, and get your books current. Most cleanups take a few weeks depending on how many months are behind.

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Full-service bookkeeping firm serving contractors and small businesses in MetroWest and Greater Boston. From monthly bookkeeping to job costing and payroll, we bring 20 years of hands-on business experience to your back office. Locally owned in Bellingham, Massachusetts.

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