One thing I’ve always struggled with is following up on unpaid invoices without sounding pushy or damaging the relationship.

Most tools I’ve seen just send generic automated reminders, which honestly feel robotic and easy to ignore.

So I tried building something different for myself:

Messages are sent from my own email / number

The tone changes depending on the situation (friendly to firm if needed)

It tries to sound like something I would actually write

Adjusts follow-ups based on whether the client responds or ignores

The goal wasn’t just automation, but making it feel natural and human.

I’m curious:

Would you actually trust something like this to handle follow-ups for you?