Bookkeeping for Long Island's service-based businesses and nonprofits.

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Questions

Answers to questions small business owners and nonprofits ask about bookkeeping, how we work, and what to expect.

What is the difference between a bookkeeper and an accountant?

A bookkeeper handles day-to-day financial records like categorizing transactions, reconciling accounts, and producing monthly reports. An accountant or CPA handles tax filing, audits, and strategic financial advice. Most small businesses need both, with the bookkeeper keeping books clean throughout the year so the accountant has accurate records at tax time.

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Do I need a bookkeeper or can I do it myself?

DIY bookkeeping works when your business is small and transactions are few. It breaks down as volume grows, reconciliations slip, and the hours spent on books take you away from billable work. The real question is whether your time is better spent elsewhere.

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How do I know when it is time to hire a bookkeeper?

If your books are months behind, you're avoiding looking at your numbers, or tax season feels like a scramble, it's probably already time. The warning signs usually appear long before business owners act on them.

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How much does a bookkeeper cost for a small business?

Most small businesses pay $200 to $2,000 per month for outsourced bookkeeping, depending on transaction volume. Pricing typically scales with your monthly expenses because more transactions mean more work to categorize and reconcile.

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Is it cheaper to hire a bookkeeper or do my own books?

DIY bookkeeping looks cheaper until you factor in your time, error risk, and cleanup costs. For most small business owners, professional bookkeeping costs less in the long run than the hours and mistakes of doing it yourself.

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What does a bookkeeper actually do each month?

A bookkeeper categorizes transactions, reconciles bank and credit card accounts, and delivers monthly financial reports. This rhythm keeps your books accurate and current throughout the year.

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What questions should I ask before hiring a bookkeeper?

Ask about scope of services, industry experience, software used, who does the work, turnaround time, communication style, and pricing. These questions reveal whether a bookkeeper is the right fit before you commit.

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Should I hire a local bookkeeper or an online one?

The question isn't local versus online. What matters is expertise, responsiveness, and familiarity with your state's tax rules. A virtual bookkeeper based in your area can offer both local knowledge and modern convenience.

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What are the signs that my books are a mess?

Unreconciled accounts, uncategorized transactions, balances that don't match bank statements, and personal expenses mixed with business spending are the clearest signs. If you can't produce a current profit and loss statement, your books need attention.

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Can a bookkeeper help me understand my numbers?

Yes, clean books produce financial reports you can actually read and use. A bookkeeper gives you accurate Profit and Loss statements, balance sheets, and cash flow reports that show what's really happening in your business.

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How is bookkeeping different from tax preparation?

Bookkeeping is the ongoing work of recording and categorizing transactions throughout the year. Tax preparation is the annual process of filing returns using those records. Good bookkeeping makes tax prep faster and cheaper.

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Can a bookkeeper clean up my books and then maintain them?

Yes, and this is actually the ideal approach. A bookkeeper who cleans up your file already understands your business, making the transition to ongoing maintenance smooth and efficient.

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Do small businesses really need monthly bookkeeping?

Technically no, but monthly bookkeeping prevents the year-end scramble that produces errors and stress. Keeping books current means you have accurate numbers for decisions and clean records when tax time arrives.

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Is my financial information safe with an outsourced bookkeeper?

Yes, when working with a professional who follows proper security practices. Reputable bookkeepers use encrypted cloud software, secure bank connections, and clear confidentiality standards to protect your data.

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What is included in full-service bookkeeping?

Full-service bookkeeping includes transaction categorization, bank and credit card reconciliation, and monthly financial reporting. These core functions keep your books accurate, organized, and ready for tax time without you having to manage them yourself.

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What is bank reconciliation and why does my business need it?

Bank reconciliation is the process of matching your accounting records to your bank and credit card statements to make sure everything lines up. It catches errors, missing transactions, duplicate charges, and unauthorized activity before they become bigger problems.

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How does monthly bookkeeping service actually work?

Monthly bookkeeping follows a consistent cycle. The bookkeeper gathers transactions, categorizes them, reconciles accounts against bank statements, and delivers financial reports. Pricing typically scales with your transaction volume.

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What financial reports should I get from my bookkeeper every month?

At minimum, your bookkeeper should provide a profit and loss statement and a balance sheet each month. A cash flow statement is also valuable, especially for service businesses where timing of income and expenses matters.

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Why is my bank balance different from what my books show?

The mismatch usually comes down to timing differences, missing entries, or duplicate transactions. Regular bank reconciliation catches and resolves these discrepancies before they become bigger problems.

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How far back can a bookkeeper go to clean up my books?

A bookkeeper can go back as far as records exist. Most catch-up projects focus on the last three to six years to cover IRS audit periods and unfiled returns. The main constraint is whether bank statements and other documentation are available to support the reconstruction.

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I have not done my bookkeeping in over a year, what do I do?

This is fixable. Gather your bank and credit card statements for the entire period, then work through each month reconstructing transactions and reconciling accounts. A bookkeeper can handle this as a project-based service so you're caught up cleanly.

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How much does catch-up bookkeeping cost?

Catch-up bookkeeping is typically priced by the project rather than a flat rate. The cost depends on how far behind you are, your transaction volume, and the condition of your existing records.

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How long does it take to catch up months of messy books?

Timeline depends on how far behind you are, how many transactions you have, and whether records are organized or scattered. A few months of backlog with clean statements takes 1-2 weeks. Years of neglected books can take 6-8 weeks or more.

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Can you fix bookkeeping that was done wrong?

Yes, fixing bookkeeping that was done incorrectly is common work. Cleanup typically involves correcting miscategorized transactions, removing duplicate entries, and re-reconciling accounts to match your actual bank statements.

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Do I need to catch up my books before tax season?

Yes, clean and current books are essential for an accurate tax return. Your CPA needs reconciled records and properly categorized transactions to file correctly and find all your deductions.

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Should I outsource accounts payable for my small business?

Outsourcing AP makes sense when you're missing due dates, spending too much time on bills, or when late fees are adding up. At around $99 per month for professional support, the math often favors outsourcing once you have more than a handful of recurring bills.

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How do I make sure my business bills get paid on time?

Set up a tracked accounts payable process where you enter bills into QuickBooks immediately, record due dates, and schedule payments weekly. This prevents missed deadlines and avoids unnecessary late fees.

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