Caddie works independently on an always-on computer in the cloud, built to execute — not just answer. Delegate work. Leave the app. Come back to results.
Three risks worth your attention:
Multi-hour jobs run in the background. You get a push when there's something to see.
Done. 3 comments added — on auto-renewal, IP scope, and liability cap. Each one explains what to push back on.
Drop in any type of file and tell Caddie what to do with it.
Scheduled, starting tomorrow.
I'll pull together what's worth your attention and send it before you're up.
Tell Caddie to run recurring any kind of work on a schedule.
Combed your workspace. Found 17 files across /acme, /contracts, /sales-notes.
Pulled the relevant bits into one doc:
Sources cited inline.
Caddie scans across your workspace — files, folders, scattered notes — and brings them into one place.
From your note last Tuesday:
"Follow up with Jordan on the Singapore warehouse — find out if his team can backfill the shipping delay, and by when."
Want me to draft a message to him?
Caddie remembers what you've told it before. Every conversation picks up where the last one left off.
You shared three things over the last month:
Pull any of them up?
Drop in anything. Ask Caddie about it anytime — days or weeks later.
On it. This is a long one — I'll work through the five competitors one at a time.
You can close the app. I'll push when the brief is ready.
Hand Caddie a research project. It works in the background and pings you when the brief is ready.
Drafted. Revenue on slide 2, churn on 3, pipeline on 4. Speaker notes underneath each.
Slides, docs, sheets — drafted from your data and notes. Real files you can open in Pages or Office.
Set up. I'll check daily and ping you the moment anything moves.
First check tomorrow.
Track a page, a competitor, a price. Caddie pings when something changes.
Real requests people have given Caddie to make life a little easier.
"Every morning at 6:30, scan the news in my industry, summarize what matters, and tell me the one thing to act on today."
Delivers: A 4-paragraph email in your inbox before your first coffee. Curated to your role and city.
"Every Wednesday at lunch, take two business books and have the authors discuss one topic together — where they agree, where they’d push back."
Delivers: A 15-minute read in your inbox at noon. Dueling perspectives from the actual books, side by side.
"Sort my email into Urgent, Reply today, and Read later. Draft replies for the routine ones — don’t send."
Delivers: Inbox sorted, draft replies waiting in Gmail. You review and hit send.
"Pick five companies in my space, build a dossier on each — pricing, positioning, recent moves, the thing they don’t want you to notice."
Delivers: A full PDF dossier with sourced links, ready to share with your team.
"Every Friday, pull this week’s metrics from the sheet, write the founder update in my voice, drop it in the board folder."
Delivers: A polished update sitting in Drive each Friday. Your voice, your numbers, no babysitting.
"Research the regulatory landscape for selling X in three EU countries. Take your time. Cite everything."
Delivers: A 12-page memo on your phone in the morning. Sources linked, contradictions flagged.
Caddie runs on its own dedicated cloud machine, on 24/7, yours alone. You stay on your phone — pick it up anywhere, hand off the next task, put it back down.
Multi-hour jobs run in the background. Caddie pings you when there's something to see.
Anything you can do on a computer, Caddie can do too — browse the web, write documents, send emails, work across your files.
Caddie learns your voice, your tools, your routines — and keeps every detail you tell it. The longer you use it, the more it works the way you do.
One tap. No password to forget. Caddie sees only the data you connect.
Start with the 3-day free trial. Choose Pro or Max once you know what you need.
Name, city, timezone. So it can address you by name, schedule on your clock, and ground things in where you are.
"Treat me like a second pair of hands at a computer. What's first?"
Your conversations and files live in a space that's yours alone — never mixed with another user's, never shared, never used to train AI.
Your data is yours. Export it anytime, delete it on your terms. Gone means gone.
Subscribe inside the app via Apple. Cancel from iOS Settings, like any subscription.
The iPhone app is how you talk to Caddie. Behind it, Caddie has its own private cloud computer — files, a browser, the lot. So anything you'd open a laptop for, you can hand to Caddie from your phone instead. Let it do your work so you can do other things.
In the works. iPhone is shipping first; Android comes after. No firm date yet.
A token is about three-quarters of a word. For scale: a short email is around 100 tokens, a 10-page PDF you hand Caddie is around 6,000, and a research brief it writes back is around 2,000. Your usage counts both directions — the tokens going in (your messages and the files Caddie reads to do the job) and the tokens coming back out (everything Caddie writes).
The 3-day trial is the free path. After that, Pro or Max.
Yes, from Settings → Subscription. Apple prorates instantly.
Caddie will offer to upgrade or pause — your data stays put.
Drop your email. We'll let you know when Caddie hits the App Store.
No spam. One email when we ship.
Coming to iPhone. iOS 17+.