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An invoice generator hands you a PDF. Then what?

Free invoice generators are genuinely good at the thing they do. The trouble starts the following month, when you need the second invoice and the first one has gone.

The ObraLedger team ·

Search for an invoice generator and you’ll find dozens, most of them free, and most of them fine. Fill in a form, download a PDF, send it. For a first invoice that is exactly the right amount of software.

We’d rather say that plainly than pretend otherwise, because the interesting question isn’t whether they work. It’s what happens on the fourth one.

The fourth invoice

By then you’ve typed the same customer’s address four times, and one of those times you got it slightly wrong.

You’ve picked invoice numbers yourself, so you know they’re sequential in the sense that you intended them to be. Somewhere there’s a folder of PDFs, and a spreadsheet, and the spreadsheet is the only thing that knows which of them have been paid. When one gets paid in two installments, the spreadsheet gets a note in it.

None of this is a disaster. It’s just that every one of those is a small manual reconciliation, and they compound, and the compounding is invisible until the quarter ends and somebody has to add it all up.

What the PDF doesn’t carry

A PDF is a picture of an invoice. It’s the output, and everything useful about an invoice is the things around it:

  • Who it went to, so the next one starts from a customer rather than a blank field.
  • What it was for, at the prices you agreed with that customer rather than the ones you remembered.
  • What number it is, in a sequence that’s issued rather than typed, because sequential numbering is what makes a set of books defensible.
  • Whether it’s been paid, and by how much, which is a question with a number for an answer rather than a yes or a no.
  • What it did to your accounts, which is the part nobody wants to think about and the part that’s hardest to reconstruct later.

An invoice is also an accounting entry

Every invoice is also an accounting entry. Revenue, a receivable against that customer, and sales tax sitting in whichever box it belongs in on your return.

When the invoice is a PDF, that entry is a thing somebody types up afterwards, or a thing an accountant reconstructs at the end of the quarter from a folder and a bank statement. It is real work and it is entirely avoidable work.

When finalizing the invoice writes the journal, the entry isn’t a task at all. It already happened, at the moment you’d expect it to. You didn’t open an accounting screen to make it happen, and there’s no second set of figures to reconcile against the first, because there was never a second set.

So when is a generator the right answer?

When you send few enough invoices that the compounding never gets going, and you don’t hold stock, and nothing needs to agree with anything else. That is a real situation and it describes a lot of people. You genuinely don’t need a system yet.

The point where it changes is not a number of invoices. It’s the first time you can’t answer a question about your own business without opening three things.

If you want the fast path without the folder of PDFs, our invoice generator is a form with the customer, the numbering and the accounting behind it. If you already know you’re past that, invoicing software is the same thing with the rest of the documents attached.

Either way, Invoicing and documents in the guide is the reference, and it’s public.