I chased a £4,200 invoice for 97 days

Mark
3 min readInvoicing & Payments

The worst late payment of my freelance career taught me more about running a business than any course I've taken. Here's what I do differently now.

The project went well. The client loved the work. They said "this is exactly what we wanted" in the final review call. I sent the invoice the next morning feeling great about it.

Then: silence. For 97 days.

The first two weeks I didn't think much of it. Net 30 terms, they'll get to it. Week three I sent a polite email. Week four another one. Week six I called. Week eight I considered whether it was worth the hassle of small claims court over £4,200. Week twelve I sent a formal letter before action, and the money appeared in my account three days later.

Three months of stress over an invoice that should have been paid in 14 days. And the worst part? I'd made every mistake in the book.

What I did wrong

No deposit. I did £4,200 worth of work before seeing a single penny. That's insane, looking back. But at the time the client seemed trustworthy and I didn't want to seem difficult.

Vague payment terms. My contract said "payment due on completion." Completion of what? When the final files are delivered? When the client is happy? When Mercury exits retrograde? I left it open to interpretation and the client interpreted it as "whenever we get around to it."

Manual invoicing. I sent a PDF by email. The client had to download it, figure out how to pay, and remember to do it. Every step is a point where people drop off. It's like having a checkout page with no buy button.

No follow-up system. My "chasing process" was me remembering to send an email when I noticed I still hadn't been paid. Which meant some weeks I forgot, and the client definitely noticed the inconsistency.

What I do now

Every project over £1,000 gets a deposit. Usually 30-50% upfront. This isn't about trust, it's about commitment. A client who pays a deposit is invested. They respond to emails faster, give feedback on time, and don't ghost you.

My contracts now say "net 14" in bold, with a clause about late payment interest under the Late Payment of Commercial Debts Act 1998. I've never actually charged the interest, but having it there in writing means clients take the due date seriously.

Every invoice has a "Pay now" button linked directly to Stripe. The client clicks, enters their card, done. No PDFs, no bank transfers, no friction. My average payment time went from 34 days to 6.

And I automated the reminders. Three days before the due date: friendly heads-up. On the day: just a note that it's due. Three days after: slightly firmer. I don't write any of these manually, they just go out. Most invoices get paid before the due date now because the reminder arrives and the client thinks "oh right, better do that."

Tip

If you're in the UK, look up the Late Payment of Commercial Debts (Interest) Act 1998. You're entitled to charge 8% above the Bank of England base rate plus a fixed sum of £40-£100 depending on the debt size. Most freelancers don't know this exists.

That £4,200 invoice was the most expensive lesson of my freelance career. Not because of the money, but because of the three months of anxiety. Every system I've built since is designed to make sure it never happens again.

Written by

Mark