The reminders write themselves. You decide what goes out.
Day Fifteen watches your open invoices. On the morning a follow-up is due, it writes the message and puts it in your Drafts. You read it. You send it. Or you don’t. Nothing leaves without you.
You already know how to ask for money. You just keep not doing it.
Not because you forgot. Because every follow-up is a fresh decision. What to say, how to say it, whether today’s the day to push.
That decision takes longer than the email itself. So you put it off. The invoice sits. The customer assumes you’re not in a hurry.
And you’re not wrong to feel awkward about it. You just need the message already written when you wake up.
What it is
Day Fifteen is a running service for owner-operators who invoice for their work.
Each morning at seven, it checks your open invoices. For any invoice that has reached day fifteen, day thirty, or day forty-five, it writes that day’s reminder in your voice and drops it into your Drafts folder. Same email account you already use. Nothing installed on your side.
You read it. You send it. It stops when they pay.
How it works
Setup. One short exchange.
You tell us four things: how you talk to customers (warm, straight, or careful), one thing you’d never say, how you sign off, and your invoice terms. That’s your voice file. It stays yours.
Connect your inbox. Once.
You click through a permission screen for Gmail or Outlook. That’s it. Nothing is installed. Day Fifteen gets just enough access to place messages in your Drafts.
Forward each invoice as it goes out.
Send it to your Day Fifteen address when you invoice the job. Or set a one-time auto-forward rule and forget it. During setup we’ll show you which takes thirty seconds.
Every morning, the reminders are waiting.
Day fifteen arrives. The message is in your Drafts, written the way you talk, with the job and the amount already in it. Read it. Hit send. Or delete it and send nothing. Your call, every time.
When they pay, it stops.
Reply “paid,” forward the payment notice, or let the customer’s reply close it. The sequence stops that morning.
What you see.
You get a status page with your name on it. Every open invoice, which reminders are waiting, which went out, what came back.
What they never do.
Your customers never see the name Day Fifteen. The messages come from your address, in your voice, with your sign-off. As far as they’re concerned, you wrote it yourself.
Because in the way that matters, you did. You approved it.
Pricing
$250 to set up
One-time. Covers the call or email exchange, building your voice file, connecting your inbox, and walking you through the forwarding step. We handle the first five invoice entries by hand while you get used to how it works.
$150 a month after that
The service runs every morning. You send the reminders. We keep it running. No contract. Stop anytime. Reply and say so and it stops that morning.
Leave your email. We’ll write back the same day.
Got it. You’ll hear back from a person today.
That didn’t send. Try once more, or come back in a few minutes.
We set up five accounts at a time. If there’s a wait, we’ll tell you.
The honest questions
Does anything send without me seeing it first?
No. Every message lands in your Drafts. You send it or you don’t. The only exception: after one full clean month, you can ask in writing for a message to send itself. Most owners don’t. The Drafts step takes ten seconds and you catch things. But it’s there if you want it.
What does Day Fifteen see in my email?
Only enough to place messages in your Drafts folder. It doesn’t read your inbox. Your customers, your conversations, your other email, none of that is touched.
What if I invoice out of Square? Or just a Word doc?
Doesn’t matter. You forward the invoice to your Day Fifteen address when it goes out. One email. Works with whatever you use now.
What if a customer calls and pays over the phone?
Reply “paid” to any Day Fifteen message and that invoice closes. Done.
What if I want to pause? Slow week, a customer situation I want to handle myself?
Reply and say so. We switch you off that morning. Switch back on the same way.
Is this the same as the free tool?
The free tool writes three messages when you paste in the facts. Day Fifteen runs every morning on your real open invoices, in your actual email account, and stops each one when it closes. Same writing. Different job.
Not ready to set it up? The free tool is still there.
Paste in the invoice, get the three messages, send them yourself.