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

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How do I get organized before hiring a bookkeeper?

Start by gathering your bank and credit card statements. Pull at least six months of history, ideally twelve if you can. These are the raw material your bookkeeper will work from. If you have multiple accounts, pull statements for all of them. Don’t worry about organizing the transactions yourself. That’s what you’re hiring someone to do.

Collect whatever accounting records already exist. That might be a QuickBooks file, a spreadsheet, a shoebox of receipts, or nothing at all. Whatever you have is fine. Your bookkeeper needs to see the current state to understand what they’re working with and how much catch-up work might be needed.

Pull your most recent tax returns. If you file a Schedule C on your personal return, your bookkeeper needs to see that. If you have a separate business return, gather the last one or two years. This shows them how your business has been categorized for taxes and helps them set up your books to match.

Gather your business formation documents if you have them. Your EIN confirmation letter, LLC operating agreement, or incorporation papers. These aren’t always needed immediately but they help establish the legal structure of your business.

Separate business and personal finances if they’re currently mixed. Open a dedicated business checking account and credit card if you haven’t already. Mixing personal and business transactions makes bookkeeping harder and more expensive. If you can’t separate them before hiring a bookkeeper, at least flag which transactions are personal so they can be coded correctly.

Write down your login credentials for bank accounts, credit cards, and payment processors like Square or PayPal. Your bookkeeper will need access to connect bank feeds and reconcile transactions. Having these ready speeds up the onboarding process significantly.

Think about what you actually want to know from your books. Do you want to see profitability by job or project? Do you need to track expenses by category to find waste? Are you preparing for a loan application? Knowing your goals helps your bookkeeper set up your system to answer the questions that matter to you.

Be honest about the current state of your records. If your books are a mess, say so. If you haven’t reconciled anything in two years, that’s okay. Bookkeepers who work with small businesses have seen everything. They’d rather know upfront that there’s cleanup needed than discover it after quoting you a price.

Don’t feel like everything needs to be perfect before you reach out. Most bookkeeping services in MetroWest expect some level of disorganization from new clients. The goal of getting organized isn’t to do their job for them. It’s to give them what they need to get started without a bunch of back and forth asking for documents.

If you’re missing things, that’s fine too. A good bookkeeper will tell you exactly what they need and can often pull bank statements directly once they have access. The main thing is to not let the fear of being disorganized stop you from getting help. The longer you wait, the more catch-up work accumulates.

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More Questions

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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How do I predict when I'll run out of cash?

Build a rolling 13-week cash flow forecast. Start with your current bank balance, add expected inflows week by week, subtract expected outflows, and watch where the running total goes negative. Update it weekly to stay ahead of problems.

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How do I track inventory for my retail business?

Use a point-of-sale system with inventory features, set up every product with accurate costs and reorder points, and do regular physical counts. Connect your POS to your accounting software so inventory and financials stay in sync.

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What documents do I need for catch-up bookkeeping?

Bank and credit card statements are essential. Prior tax returns, your existing QuickBooks file, and any invoices or bills you have will speed things up. Missing some paperwork doesn't stop the project.

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What's the difference between a bookkeeper and a controller?

A bookkeeper records and categorizes transactions to keep your books accurate. A controller analyzes those financials to create budgets, forecasts, and strategic recommendations. Most small businesses start with bookkeeping and add controller-level support as complexity grows.

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How do HVAC companies track service calls and jobs?

Service calls need dispatch software for technician time and parts tracking. Installation jobs require job costing to compare estimated versus actual costs. The key is getting both types of data to flow correctly into your accounting system.

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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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