Penny: inbox + calendar software that plans your day

HOW A MORNING WORKS

Penny works early. You start ahead.

You connect Gmail, Calendar and Drive to Claude once. Every weekday morning Penny reads what came in, writes your drafts, and sends you one brief.

7:30

Penny catches up

Your email, calendar and notes from the last day. Anything you already answered, even from your phone, gets dropped.

Drafts get written

Replies you owe, follow-ups that came due, meeting thank-yous. All in your Gmail Drafts, never sent.

Minutes later

Your brief arrives

Today's meetings with prep, what needs you, what's waiting on others and how your outreach is going.

Final note

Nothing sends without you

Penny only ever emails you. Every message to anyone else waits in your Drafts until you press send.

Drafts

Replies that sound like you, ready to send.

Penny learns how you write to each person from the emails you already send. She writes only the new message, adds your signature and keeps every link pointing straight where it should.

Answers what they asked, in as few words as it takes
No "just to confirm" or "thanks for your patience"
Fix, don't flag: if a draft drifts, she fixes it and tells you what changed

PENNY · DRAFT

Draft · Re: Spring rollout pricingTo: jo@halcyonlogistics.com

Hi Jo,

Just to confirm, you'd like pricing for all four depots for the May rollout?

We'll work out the setup for each depot and get back to you as soon as we cansend you pricing by early next week.

Thank you so much for your patience while we pull this together!

Best,
Maya

Maya's draft, as written. Press After Penny to watch her edit it.

Outreach

Follow-ups that go out on time, every time.

Turn on sales and Penny learns your outreach from the emails you already send, then runs the sequence: three emails, spaced so people remember you without feeling chased. Nothing is used until you approve the wording.

Each follow-up drafted the morning it comes due, in the same thread
Stops the moment someone replies, and waits if they're out of office
Every step tracked in your Pipeline

PENNY · OUTREACH

Sequence, in business days

+3 business days

+5 business days

Fieldnote | Cedar Ridge Freight

From: Maya, FieldnoteTo: Pat, Cedar Ridge Freight · Cc: Theo

Why Penny did this

The personal line in Email 1 depends on how fresh the news is:

Up to 90 days oldSo great to see Cedar Ridge open the Sacramento depot last month - congrats to you and the team!

91 days to 6 monthsHow have things been since Cedar Ridge opened the Sacramento depot this summer?

Older news, or nothing worth mentioning: the line is left out. Never a placeholder.

Email 2 is timed from the day Email 1 actually went out:

Email 1 sent Mon, Oct 26Email 2 is drafted the morning of Thu, Oct 29, three business days later.

Email 1 sent a day late, Tue, Oct 27Email 2 waits until Fri, Oct 30. The gap stays three business days.

Never drafted early: it lands in Maya's Drafts the morning it's due.

Before Email 3, Penny checked the thread one more time:

No replyEmail 3 is drafted on schedule. It's the last one, so it leaves the door open.

Pat replies or is awayA reply stops it and goes to Maya. Out of office: Email 3 waits until Pat's back.

No reply after Email 3: the sequence closes. Pat won't get a fourth email.

Pipeline

A pipeline that keeps itself.

Penny suggests companies like the clients you already have, with a line on why each one fits. Tick the ones worth a shot and she finds the right person and drafts the first email. Every reply and next step is logged as it happens.

New companies like your best clients, added to your Lookalikes tab
Every contact, reply and next step kept current, with nobody typing it in
Before a call: who's on it and where things stand. After it: a thank-you draft

PENNY · PIPELINE

Pipeline · updated this morning

Hollis LogisticsRenewal call today at 2:00 PM

In talks

FernwayPriya asked twice about the contract date

Contacted

New today: like your customers

Bluewater CouriersLike Hollis: regional courier, just opened a second depot

Orchard Lane SnacksLike Lumen: new snack line hitting stores in spring

Tick a company and Penny drafts the first email for you.

PRIVACY

Your email never leaves your accounts.

Penny runs inside your own Claude and your own Google account. There are no Penny servers in the middle, so there's nothing of yours for us to keep.

Your data stays yours

Your brief, drafts and notes live in your own Gmail and Drive. Your Penny file is private to you. If you stop, everything stays right where it is.

We can't read your inbox

Penny reads your mail through your own Claude connectors. Nothing passes through us, and nothing is used to train anything.

Drafts are always drafts

Penny never emails anyone but you. Every reply waits in your Drafts until you send it.

In Google, Penny is a Sheets add-on: she reads only the headers of the conversation you're replying to and your Gmail signature, writes drafts you send yourself, and emails your brief only to you. Her use of Google data follows Google's API Services User Data Policy, including the Limited Use requirements. Read the privacy policy

Everything we keep

Your name and email, so we can send your key
Your team key, and whether it's active

That's it: no email, no calendar, no drafts, no logs.

QUESTIONS

Good to know

What do I need already?

A paid Claude plan with Gmail, Google Calendar and Google Drive connected. Penny works with Gmail and Google Workspace. ChatGPT and Gemini are coming soon.

How long does setup take?

About 10 minutes. Paste the message we send you into Claude and answer a few quick questions. Then Claude adds a Penny sheet to your Google Drive. Then install the Penny add-on in your Penny sheet and click Turn on Penny, then Allow. Your first brief arrives a few minutes later.

Does Penny send email for me?

Only your own brief, and only to you. Every message to anyone else is a draft you review and send yourself.

Can my team use it?

Yes. Everyone gets their own Penny and their own brief, written from their own inbox, under one team key. You pay $12 per person, and never more than $99 a month for a team of up to 15. Teams of 16 or more get Business: $10 per person, billed yearly by invoice, with help setting up your team and answers for your security review.

Can I change how the brief looks?

Yes. Your brief comes in the Penny look. Prefer something plainer? Tell Claude 'switch my Penny to quiet' any time.

Does anyone see my data?

Not us. Penny runs in your own Claude and your own Google account, and her file is private to you. one-tap never sees your email, calendar or drafts.

How does the free trial work?

You get 7 days of Penny, no card needed. If you'd like to keep her, reply to the email we sent and we'll set you up. If not, she simply stops, and everything she made stays in your Drive.

Can I cancel any time?

Yes. Penny stops, and everything she made stays in your Gmail and Drive.

Your day, sorted before you are.