Guide

When to hire a bookkeeper: when the books are costing you more time, or more money, than the help would.

Most owners start by keeping their own books. That works until it does not. These are the signs that the point has passed, what to hand over first, and the options for getting help.

The signs

Eight Signs It Is Time

  1. You are months behind. Bank transactions sit uncategorized and nothing has been reconciled since last quarter.
  2. Tax season is a scramble. Your CPA sends a long list of questions, or charges extra to clean up the file first.
  3. You cannot answer basic questions quickly. How much cash is really available, who owes you money, which customers are profitable.
  4. Bills get paid late or twice. There is no single list of what is due and when.
  5. Customers pay late and nobody notices. Invoices go out, but nobody follows up on them.
  6. You hired your first employees. Payroll adds taxes, benefits and filings that must reconcile every month.
  7. A lender, investor or buyer wants financial statements. They expect monthly numbers that tie to the bank.
  8. The time cost is too high. The hours you spend on books would earn more spent on sales or delivery.

One sign on its own can often be fixed with better habits. Two or three together usually mean the business has outgrown do-it-yourself bookkeeping.

What to hand over

What to Hand Over First

You do not have to hand over everything at once. Start with the work that most affects whether the numbers are right.

  • Bank and card reconciliations. Every other number depends on these being correct.
  • Month-end close. A closed month means reports that can be trusted and compared.
  • Bills and payments. A weekly list of what is due, ready for you to approve.
  • Invoicing follow-up. Someone watching what customers owe and when it is late.

Keep the decisions yourself: approving payments, setting prices and deciding what to spend. A good bookkeeper gives you the numbers to make them.

Your options

Part-Time Hire or Outsourced Firm

Part-time or in-houseOutsourced firm
CostWages, payroll taxes, benefits, software and management timeA fixed monthly fee
CoverOne person; gaps during leave or turnoverA team, so work continues when someone is away
ReviewOften nobody checks the workWork is reviewed before the month closes
On siteYes, useful for paper and front-desk tasksNo; works in your cloud software

We compare the numbers in detail in in-house bookkeeper vs outsourced firm.

If you are behind

Start With a Catch-Up

If the books are months behind, regular monthly work cannot start until the back months are fixed. A catch-up brings every account up to date and reconciled, so the first normal month starts from a clean file.

See how it works for QuickBooks and Xero.

Where we fit

How We Help

We keep the books for small and midsize US businesses in QuickBooks Online and Xero, monthly or weekly. Each month is reconciled, closed and reported, and your CPA gets a file that is ready for tax work.

If you are behind, we start with a catch-up so the monthly work begins from a clean file.

Questions

Common Questions

When should a small business hire a bookkeeper?
When the books fall behind, tax season becomes a scramble, or you can no longer answer basic questions about cash and receivables quickly. Hiring your first employees or needing statements for a lender are also common triggers.
Should I hire a bookkeeper or an accountant first?
Most small businesses need a bookkeeper every month and a CPA for tax returns and advice. Clean monthly books make the CPA’s work faster.
Is it cheaper to outsource bookkeeping or hire in-house?
For most small businesses, outsourcing costs less than an employee once wages, payroll taxes, benefits, software and management time are counted. An in-house hire makes more sense when someone is needed on site or the volume fills a full role.
What should I give a new bookkeeper?
Access to your accounting software, bank and card statements, the payroll system, and any loan or lease documents. Also a short list of how you want bills approved and reports sent.
Can a bookkeeper fix books that are months behind?
Yes. This is called a catch-up or clean-up. Every account is brought up to date and reconciled, then regular monthly work starts from there.
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Not sure if it is time?

Tell us how far behind the books are and which software you use. We will tell you honestly whether you need help now or just a better routine.

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