San Antonio, TX

Signs Your Bookkeeper Stopped Actually Working

Bookkeepers almost never announce that they have stopped doing the work. What happens instead is that the work quietly degrades while the invoices keep arriving, and the owner does not notice until a lender asks for a Profit and Loss or a tax deadline arrives.

I get called in to clean up the aftermath often enough to know the pattern. Here is what it looks like from your side, before it becomes expensive.

The replies get slower and vaguer at the same time

Slow replies alone mean someone is busy. Slow replies that arrive with no specifics are different.

“Everything looks good” and “almost done with last month” are not status updates. They are answers designed not to be checkable. A bookkeeper who is current will tell you which month they closed and what the ending balance reconciled to, because the software is showing them that while they type.

Watch for the shift from concrete to reassuring. That change usually comes months before anything else you can see.

Nothing has been reconciled in months

This is the one that actually matters, and you can check it yourself in about two minutes.

Reconciling means proving your books agree with the bank’s ending balance for a month. Exactly, not approximately. It is the step that catches duplicates, missing transactions and feed errors, and it is the first thing dropped when someone falls behind, because it is the slowest part of the job.

Open your bookkeeping software, go to the reconciliation history for each bank account and credit card, and look at the most recent date. If it is more than about six weeks old, the work stopped, whatever the invoices say.

Unreconciled books are not “a bit behind.” They are unverified. Every number on the reports is a guess until a reconciliation proves it.

The uncategorized pile keeps growing

Every system has a holding bucket: Uncategorized Expense, Ask My Accountant, something similar. It exists for transactions a bookkeeper cannot classify without asking you.

A healthy bucket goes up during the month and back to near zero after a short list of questions. A bucket that only grows means nobody is asking the questions, and every transaction in it is missing from the reports you are making decisions with.

If there is real money sitting in that account, your Profit and Loss is wrong by at least that much.

The reports stopped arriving, or stopped changing

Two versions of the same problem.

If monthly reports simply stopped, that is obvious enough. The subtler one is reports that keep arriving but stop reflecting reality: a month you know was slow that looks identical to a strong month, a category that never moves, revenue that does not match the deposits you remember.

You know your business better than the reports do. When the numbers stop matching what you lived through, trust yourself and go looking.

The questions stopped

This one is counterintuitive, so owners routinely read it as good news.

A working bookkeeper asks you things. What was this $400 charge. Is this vendor a subcontractor. Did you pay this personally. That trickle of small questions is what accurate books actually sound like.

When it goes silent, it usually does not mean the transactions became obvious. It means they are being guessed at, or parked in the uncategorized bucket, or not looked at.

Silence is a symptom.

Deadlines arrive as surprises

If your accountant needs an extension because the books are not ready, or a franchise tax deadline passes because nobody could produce a revenue figure, that is not a scheduling problem. It is the bookkeeping being behind, surfacing at the worst possible moment.

Filing deadlines are the same dates every year. Nobody with current books is surprised by the ones Texas businesses have to hit.

The five minute check

Do this today. You do not need to know accounting for any of it.

  1. Last reconciliation date on every account. More than six weeks ago is a problem.
  2. Balance in the uncategorized bucket. Should be near zero after month end.
  3. Last month’s Profit and Loss. Does it look like the month you actually had?
  4. Owner draws and transfers. Transfers between your own accounts are neither income nor expense. Miscategorized, they invent revenue you never earned.
  5. When you were last asked a question. If you cannot remember, that is the finding.

Any single one of these can have an innocent explanation. Three or more together is not a coincidence.

If the check goes badly

Do not start by firing anyone. Start by finding out how far back it goes, because that determines everything else.

Ask directly for the last reconciled date on each account. If the answer is months ago, or does not come, you know where you stand and you can plan the catch-up deliberately rather than discovering it in April.

From there it is ordinary catch-up work: oldest month first, reconciling as you go. Unpleasant, entirely survivable, and much cheaper the sooner it starts.

What good looks like

So the comparison is concrete. Books that are being worked on have every account reconciled within a few weeks of month end, an uncategorized bucket near zero, reports that arrive on a predictable schedule and match the month you experienced, and a short list of specific questions each month.

That is the standard. It is not a high bar, and it is the one worth holding your books to.

If you are not sure where yours stand, send me three months of statements and I will build you a real Profit and Loss from them, free. Comparing it against what your current reports say tends to answer the question quickly.

Common questions

How do I check my books without knowing accounting?
Open your bookkeeping software and look at three things: the date of the most recent reconciliation on each account, the balance in Uncategorized Expense or Ask My Accountant, and whether last month's Profit and Loss looks like the month you actually had. You do not need to know accounting to spot a reconciliation that stopped in March.
My bookkeeper says everything is fine. How do I verify that?
Ask one specific question: when was each bank account last reconciled, and to what ending balance? A bookkeeper doing the work answers immediately, because the software shows it. Vague reassurance in response to a specific question is itself the answer.
What if I find months of problems?
It is fixable, and it is a known category of work rather than a disaster. The books get caught up oldest month first, reconciling as you go. What matters is finding it before a tax deadline rather than during one.

Related reading

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