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

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What documents do I need for catch-up bookkeeping?

Bank and credit card statements are the foundation. Every transaction that moved money in or out of your business appears on these statements, and reconciling them is how we verify your books match reality. You need statements for every business account covering the entire period that needs cleanup. If you have been behind for a year, that means twelve months of statements per account.

Most banks let you download statements going back several years through online banking. Even if you have not saved anything, you can usually retrieve what you need. Credit card companies work the same way. If you used personal cards for business expenses, pull those statements too so we can identify and categorize just the business transactions.

Prior tax returns help significantly. They show how income and expenses were categorized in previous years, giving us a template for consistency. If your catch-up bookkeeping spans tax years that were already filed, we need to understand what numbers were reported so the corrected books align with what you told the IRS.

Your existing QuickBooks file matters, even if it is a mess. Starting from a corrupted or incomplete file is often faster than rebuilding from scratch. If you gave up on bookkeeping six months ago but had clean books before that, we start from your last good close rather than recreating everything.

Invoices you sent to customers help when bank deposits do not clearly identify who paid you. A batch deposit showing “$8,400” without indicating which customers it came from creates guesswork. Your invoice records connect the dots.

Bills and vendor invoices add context to payments. A check to “ABC Supply” for $2,300 could be materials, equipment, or supplies. The invoice tells us what you actually bought. For contractors tracking job costs, these documents are especially important because we need to tie expenses back to specific projects.

Loan documents and statements are necessary if you have business financing. We need to track principal versus interest correctly, and your bank feed will not split those automatically.

Payroll records matter if you have employees. Pay stubs, quarterly 941 forms, and year-end W-2s. Payroll is often the trickiest part of catch-up work because taxes, withholdings, and employer contributions all need to tie out.

What if documents are missing? Most of it can be reconstructed. Banks provide statements going back years. The IRS can provide transcripts of filed returns. The harder gap is receipts and invoices you never saved. For those, local bookkeepers document what can be reasonably inferred and note any assumptions.

Gather what you have, and we can tell you what else we need once we see the scope. Perfect documentation makes the work faster, but imperfect documentation does not stop it.

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More Questions

What financial reports help track cash flow?

The most useful reports are accounts receivable aging, accounts payable aging, bank reconciliation, and a rolling cash forecast. The profit and loss statement shows profitability but not cash position, so you need reports that track actual money movement.

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When should a small business hire a fractional CFO?

A fractional CFO makes sense when you're facing strategic decisions that require more than monthly reports can provide. Signs include unpredictable cash flow despite growth, preparing for a sale or major investment, or spending your time on financial strategy instead of running the business.

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What payroll taxes do Massachusetts employers pay?

Massachusetts employers pay federal Social Security and Medicare taxes, federal and state unemployment insurance, and contributions to the state's paid family and medical leave program. Combined, expect roughly 10% to 12% on top of gross wages.

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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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How do I set up payroll for my small business?

Setting up payroll requires a federal EIN, Massachusetts state registrations for withholding and unemployment, and a system for calculating and depositing taxes on time. Massachusetts also requires Paid Family and Medical Leave contributions that many new employers miss.

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How do I track inventory in QuickBooks?

QuickBooks can track inventory, but it requires proper setup and consistent processes. Enable inventory tracking, create inventory items with accurate costs, and maintain regular counts to keep your books accurate.

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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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