June 13, 2025 at 5:48 am

His Client Kept Refusing To His Bill, Saying To Email Him Until He Did, So He Sent The Invoice Fourteen Times

by Ashley Ashbee

Man smiling at his phone

Pexels/Reddit

Bad clients tend to think they can pull a fast one on the businesses they buy from.

It’s infuriating, but sometimes they practically gift wrap you an idea for getting the job done.

See why this person was glad to do what his client told him to do.

just send me the invoice’—so i sent it. 14 times.

A client kept “forgetting” to pay, so they’d ask me to resend the invoice every week.

Whatever you want!

After the fifth time, I set a reminder to email it daily until they paid.

They finally called, yelling, “Why are you spamming me?”

This next part is even more satisfying.

I responded, “Just following your instructions.”

Here is what people are saying.

How effective!

Screenshot 2025 05 25 at 8.06.22 AM His Client Kept Refusing To His Bill, Saying To Email Him Until He Did, So He Sent The Invoice Fourteen Times

Wow. Who knew I’d pine for fax machines.

Screenshot 2025 05 25 at 8.07.03 AM His Client Kept Refusing To His Bill, Saying To Email Him Until He Did, So He Sent The Invoice Fourteen Times

Message delivered!

Screenshot 2025 05 25 at 8.07.28 AM His Client Kept Refusing To His Bill, Saying To Email Him Until He Did, So He Sent The Invoice Fourteen Times

Awkward…

Screenshot 2025 05 25 at 8.07.47 AM His Client Kept Refusing To His Bill, Saying To Email Him Until He Did, So He Sent The Invoice Fourteen Times

Commitment!

Screenshot 2025 05 25 at 8.09.14 AM His Client Kept Refusing To His Bill, Saying To Email Him Until He Did, So He Sent The Invoice Fourteen Times

I don’t miss working with clients who were like this.

It’s exhausting.

If you liked that post, check out this story about a customer who insists that their credit card works, and finds out that isn’t the case.

Ashley Ashbee | Contributing Writer, Workplace & Culture

Ashley Ashbee is a contributing writer for TwistedSifter specializing in workplace dynamics, employee advocacy, and professional culture. Drawing on her real-world experience as a software consultant, she brings a unique, insider perspective to navigating office conflicts, toxic management, and trending professional dilemmas.

Holding a degree in Professional Writing from York University, Ashley combines her formal editorial training with her corporate background to deliver highly engaging, empathetic narratives. She excels at breaking down complex workplace dramas and translating them into stories that truly empower and validate modern workers.

Based in St. Catharines, Ontario, Ashley balances her time between the tech and publishing worlds with her love for the outdoors. When she isn’t consulting or writing, she can usually be found exploring local walking trails or experimenting with new recipes in the kitchen.

Connect with Ashley on LinkedIn and Twitter/X.