Meet Penny, your accounts person

Never send another awkward “just following up” email again.

Penny is the friendly accounts person who chases your overdue clients for you — politely, professionally, by email — so the cringe of asking “where’s my payment?” never falls on you again. You get paid faster, and you stay the good guy.

Let Penny chase for meSet up in minutes. Penny takes it from there.
Penny

Penny — Accounts

to James · Re: Invoice #1043

Sent

Hi James, hope the week’s treating you well!

Just a gentle nudge that invoice #1043 ($4,200) slipped past its due date last Friday. I’ve popped it back in below for easy reference.

If it’s already on its way — wonderful, please ignore me. If not, could you let me know roughly when to expect it?

Warmly, Penny

You know the invoice is overdue. You just can’t bring yourself to send the email.

So it sits there. A week becomes three. You like this client, you don’t want to seem pushy or desperate, and writing “just circling back on this” for the fourth time makes your skin crawl. Meanwhile the money you’ve already earned is still sitting in someone else’s account.

Chasing late payments is the worst part of running a small studio. So hand it to someone who actually enjoys it.

Penny, your friendly accounts person

This is Penny. She does the part you dread.

Think of Penny as the calm, capable accounts person you’d hire if you had the headcount. She watches your invoices, notices the moment one goes overdue, and follows up by email on your behalf — in a voice that’s polite, warm, and quietly impossible to ignore.

  • Warm, never robotic

    Penny writes like a real person on your team — friendly, human, and genuinely pleasant to receive.

  • Quietly firm

    Polite doesn't mean pushover. Penny keeps following up, escalating the tone gently until the invoice is settled.

  • Always on-brand for you

    She signs off as your accounts team, matches your tone, and protects the client relationship you've worked to build.

Polite at first. Persistent always.

Penny doesn’t fire off one email and give up. She follows up on a sensible cadence, warming up the pressure with each note — so you never have to chase, and never have to be the bad guy.

Day 1 overdueGentle

Quick one about invoice #1043

Hi James, hope you're well! Just flagging that invoice #1043 ($4,200) was due last Friday — entirely possible it's already sorted on your end. If so, ignore me completely. If not, no rush, just let me know when works. Thanks so much! — Penny

Day 10 overdueWarm + clear

Following up — invoice #1043

Hi James, circling back on invoice #1043 ($4,200), now about ten days past due. I know things get busy, so I've reattached it here. Could you let me know if there's anything you need from us to get it processed this week? Appreciate you. — Penny

Day 21 overdueFirm, still kind

Invoice #1043 — let's get this closed

Hi James, I want to make sure invoice #1043 ($4,200) doesn't slip any further — it's now three weeks overdue. Could you confirm a payment date by Friday, or point me to the right person in accounts? Happy to help however I can. — Penny

Hand it over once. Forget it forever.

Getting Penny working takes a few minutes. After that, chasing simply stops being something you do.

  1. 1

    Add the invoices you're owed

    Forward an invoice, connect your invoicing tool, or pop in the details. Penny tracks the amount, the client, and the due date.

  2. 2

    Penny watches the clock

    The moment a payment slips past its terms, Penny steps in — no reminders to set, no calendar to babysit. She just handles it.

  3. 3

    She follows up until you're paid

    Penny sends warm, professional emails on a steady cadence, escalating gently, and stops the second the invoice is settled.

Clients pay an accounts department faster than they pay you.

It’s a quiet truth of small business: when the founder chases, it’s easy to put off — it feels personal, and a little awkward on both sides. When “accounts” follows up, it reads as routine, professional, and expected. The invoice moves to the top of the pile.

Penny gives you that weight without the headcount. She removes the personal sting, adds professional polish, and gets you paid — while you stay the friendly face your clients actually want to work with.

Sooner

Invoices chased the day they go overdue, not weeks later

Zero

Awkward payment emails you have to write yourself

Yours

Penny follows up as your accounts team, in your voice

Built for small teams who do great work and hate chasing money.

If you invoice a few thousand to twenty thousand a project, on net-30 or net-60 terms, with no finance department behind you — Penny was made for you.

  • Creative & design studios
  • Marketing & branding agencies
  • Dev & product shops
  • Independent consultants
  • Incorporated freelancers
  • Anyone invoicing on net-30/60

The questions everyone asks first

Does Penny email my clients directly?

Yes — Penny follows up by email on your behalf, signing off as your accounts team. Everything stays in your name and your voice, so it reads as a natural part of your business.

Will it sound like a robot or a debt collector?

Never. Penny is deliberately warm and human. She's polite first and firm only when she needs to be — the goal is to protect your client relationship while still getting you paid.

What if the client has already paid?

The moment an invoice is settled, Penny stops following up. No accidental nudges, no awkward double-asks.

Do I lose control over what gets sent?

Not at all. You decide which invoices Penny chases and can review her follow-ups. She works the way a great accounts person would — handling the routine so you don't have to.

Penny

Let Penny send the next awkward email. Not you.

Tell us where to reach you and we’ll get Penny set up to start chasing your overdue invoices.