Insights · Money systems

When to stop doing your own books, and what a bookkeeper should cost

You don't hire a bookkeeper to buy back your Sunday nights; you hire one to get a P&L by the 10th that you'd actually be willing to make a decision from.

Todd SchreierBy Todd SchreierOctober 11, 20268 min read

The short answer: hire when you stop trusting your own numbers

Here's the direct answer to the question you typed in. Hire a bookkeeper the month you can no longer answer two questions off the top of your head: what did I actually make last month, and which jobs or products made it. Not when you get tired. Tired is cheap. Guessing is expensive.

For most 1-to-10 person businesses in Northern Colorado, outsourced monthly bookkeeping runs somewhere in the range of a few hundred to around $800 a month, with hourly work commonly quoted in the $40 to $80 range. Those are market rules of thumb, not a quote. Volume of transactions and number of bank and card accounts move that number more than your revenue does.

And the deliverable you're buying isn't "clean books." It's a profit and loss statement in your hands by the 10th of the following month that you'd be willing to make a real decision from. If you don't get that, you bought data entry.

The four signs your books stopped being bookkeeping and started being guessing

I kept the bakery's books myself for way too long. Not because I was good at it. Because it felt like the one cost I could control. What it actually cost me was knowing, in real time, which products were carrying the place and which ones were just making the case look full.

Four signs you're past the line:

  • You reconcile in arrears. You're catching up September in the second week of November. A P&L you read eight weeks late is a history book, not a tool.
  • You price off your gut and your bank balance. If the checking account is the number you actually manage to, you don't have a margin, you have a mood.
  • Your "materials" line is a landfill. Everything from a $4,000 shingle order to the Loveland hardware store run to the lunch you bought the crew lives in one bucket.
  • Tax season is an archaeology dig. Your CPA sends a list of questions in March about transactions from the prior February, and you're squinting at a bank app trying to remember.

Any two of those and you're already paying for a bookkeeper. You're just paying in bad decisions instead of dollars.

Bookkeeper, controller, CPA: who actually does what

Owners mix these three up constantly, then feel ripped off when the wrong one doesn't do the job they wanted.

A bookkeeper records and reconciles. Transactions coded correctly, bank and credit cards matched, invoices and bills tracked, payroll entries landed. Monthly. This is the plumbing.

A controller (often fractional, a few hours a month) reviews the plumbing and tells you what it means. Is gross margin slipping? Is labor as a percent of revenue creeping up? Is this quarter's cash squeeze timing or trouble?

A CPA files, plans tax, and signs. Most CPAs are not sitting in your chart of accounts all year, and you don't want to pay CPA rates for them to do it. If you hand a CPA a shoebox, you're paying the most expensive person in the chain to do the cheapest work in the chain.

Order of operations for a small shop: bookkeeper monthly, CPA annually plus a tax planning conversation in the fall, controller when decisions get big enough that being wrong costs more than the help. That third one is a lot of what monthly advisory actually is.

What monthly bookkeeping should cost, and what moves the number

Price follows transaction volume and mess, not revenue. A consultant doing eight invoices a month and running everything through one card is cheap to maintain. A restaurant with daily deposits, three delivery platforms, tip reporting and a dozen vendors is not, even at similar sales.

What moves your quote up:

  • Number of bank, credit card and merchant accounts to reconcile
  • Payroll complexity, especially multiple pay rates and job codes
  • Inventory or job-costing requirements
  • Catch-up work (if you're six months behind, expect a separate one-time cleanup fee)
  • Sales tax filings, which in Colorado can mean home-rule cities filing separately from the state

Run my pricing test on it. I have to make you more than I cost you, and your bookkeeper has to clear the same bar. Say they cost $500 a month, $6,000 a year. If clean monthly numbers let you catch one underpriced service line, kill one $200/month subscription nobody uses, and stop paying your CPA to clean up the year, the thing pays for itself and you've bought back your Sunday nights as a bonus. If you can't name the mechanism by which it pays, you hired the wrong scope.

The close-by-the-10th rule

Put this in writing before you sign anything: books closed and a P&L and balance sheet delivered by the 10th of the following month. Every month. Not "as time allows."

Why the 10th? Because decisions have a shelf life. If you learn in December that October's gross margin fell seven points, October is gone and so is November. If you learn it on November 10th, you can reprice, rebid a supplier, or have a hard conversation with a crew while it still matters.

Two more things to require, both cheap: a short written note with the numbers (three or four sentences on what changed and why) and an open-items list of anything they couldn't categorize without you. That list is the whole relationship. A bookkeeper who never asks you questions is not reading your business, they're matching numbers.

Is your bookkeeping flammable or is it on fire? Behind on reconciling is flammable. Not knowing whether you made money last quarter, with a loan application or a buyer in the picture, is on fire. Different problem, different urgency. That's the whole idea behind triage.

Your chart of accounts is where the margin hides

This is the part nobody talks about and it's the part that actually changes your business.

I've read a lot of financials for other people's companies, including nonprofit 990s on discovery calls and seller-prepared statements from businesses on the market. The pattern is always the same: the categories hide the story. Everything's technically accurate and completely useless.

Hypothetical, but it's the shape of what I see with trades up here. Say you run $900,000 through a service business out of Johnstown, working jobs in Loveland and Fort Collins. Everything goes into one "materials" line and one "labor" line. Your P&L says you made 22% gross margin. Fine. Now split it by job type. Turns out the Fort Collins commercial work ran 31% and the residential small jobs ran 9% after drive time and the $40 parts runs nobody logged. You've been chasing volume on the work that's bleeding you, because the P&L averaged the two together into a number that describes no job you actually do.

So the first month with a new bookkeeper should include rebuilding the chart of accounts around decisions you make: separate cost of goods from overhead, break out subcontractors from wages, track vehicle and fuel on their own line, and if you're doing jobs, turn on job costing even in a basic way. Ten categories you use beats sixty you don't.

What to hand them on day one so month one isn't wasted

How do you eat an elephant? One bite at a time. Here's the first bite, and it should take you one evening:

  1. Read-only or accountant access to your accounting file and bank and card feeds. Don't share your main login.
  2. A list of every account, card and merchant processor money moves through, including the one you forgot about.
  3. Last filed tax return and last year's financials, so they can tie opening balances to something real.
  4. Payroll provider access and your current pay structure.
  5. Your top 10 vendors and your top 10 customers by dollars.
  6. Loan and lease documents, with payment amounts and interest split out.
  7. A one-page note, in your words, on how you make money and what you want to see on the P&L. Which jobs, which locations, which product lines.

That last one is the one owners skip, and it's the one that makes the difference between a bookkeeper who serves your business and one who serves your tax return. If you want a second set of eyes on the whole setup before you hire, the free Business Checkup covers this ground.

The day you go to sell or borrow, this is the whole ballgame

When I sold the bakery, I carried part of the price myself. Seller financing means the buyer's ability to run the place is now my problem for years. The thing that makes a deal like that possible in either direction is financials someone can believe.

I've looked at businesses where the owner swore the thing threw off good money, and maybe it did, but the books couldn't prove it. Personal expenses mixed in, owner pay inconsistent, categories shifting year to year. Every one of those is a discount. A buyer doesn't pay for a story, they pay for a number they can verify, and every hour their accountant spends untangling yours comes back as a lower price or a bigger earnout.

Banks are the same with less patience. A lender in Greeley or Windsor wants interim statements that tie to the tax return and a balance sheet that makes sense. "My bookkeeper is catching up" is a no.

Here's the part that should motivate you Monday morning: clean books are retroactive. Buyers and lenders typically want two to three years. You can't produce 2024 quality in 2027. The month you start is the month the clock starts. An asset, not a liability.

The one thing to remember

Hire a bookkeeper when you can't answer what you made last month and which work made it. Buy one deliverable: closed books and a P&L by the 10th, built on a chart of accounts that matches the decisions you actually make.

Questions I get about this

Do I need a bookkeeper if I already have a CPA?

Usually yes. Most CPAs file and plan tax once a year; they are not in your books monthly, and paying CPA rates for data entry is the most expensive way to get the cheapest work done. The common setup for a small shop is a bookkeeper monthly plus a CPA for filing and fall tax planning.

How much does small business bookkeeping cost per month?

As a market rule of thumb, outsourced monthly bookkeeping for a 1-to-10 person business commonly lands between a few hundred dollars and about $800 a month, with hourly work often quoted around $40 to $80. Transaction volume, number of accounts, payroll complexity and job costing move the number more than your revenue does. Expect a separate one-time fee if you need months of catch-up work.

Can I just use software and skip the bookkeeper?

Software records what you tell it and categorizes by guess. It will happily put a $4,000 material order and a lunch run in the same bucket and give you a tidy, confident, wrong P&L. If your business is simple and you close on time every month, run it yourself; if you're reconciling two months late, software isn't your problem.

What should I ask a bookkeeper before hiring them?

Ask what date they close the month and deliver statements, whether they will rebuild your chart of accounts around your decisions, how they handle Colorado home-rule sales tax if you owe it, and what their catch-up fee is. Then ask who you call when something looks off. If they never ask you questions during the first month, that's a warning sign.

If your books are six months behind and you're not sure whether that's flammable or on fire, grab 30 minutes with me and we'll figure out the first bite.

Thirty minutes, no pitch. If I can't help, I'll tell you who can.

Book a 30-minute call or start with the free Business Checkup →

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