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's the difference between a CFO and a controller?

A controller looks backward to ensure your financial records are accurate. A CFO looks forward to guide strategic decisions about growth, financing, and capital allocation.

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How much does payroll service cost for small businesses?

Payroll services typically cost between $40 and $200+ per month for small businesses. The actual number depends on employee count, pay frequency, and whether you choose DIY software or full-service processing.

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What's a fractional CFO and do I need one?

A fractional CFO is a part-time finance executive who provides strategic financial leadership without the cost of a full-time hire. You might need one if you're making growth decisions, seeking financing, or facing questions your monthly financials can't answer.

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Do I need to issue 1099s to subcontractors?

Yes, if you paid them $600 or more during the calendar year by cash, check, or ACH. The form is the 1099-NEC, and the deadline is January 31 for both the contractor copy and IRS filing.

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What's the difference between profit and cash flow?

Profit is revenue minus expenses according to accounting rules. Cash flow is money actually moving through your bank account. They diverge because of timing differences in collecting revenue, paying bills, and debt or equipment purchases that affect cash but not profit.

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What accounting does an e-commerce business need?

E-commerce businesses need multi-channel revenue tracking, inventory and COGS accounting, payment processor reconciliation, and sales tax compliance across multiple states.

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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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