ClippyAI — AI Desktop Agent for Mac & Windows

11 min read Original article ↗

AI Desktop Agent · Windows now · macOS alpha

Delegate the busywork to your
AI desktop agent.

ClippyAI turns plain-English requests into controlled desktop actions — it reads the app on your screen, plans the steps, asks before anything risky, then works the cursor and keyboard where you can see it.

✓ Windows 10/11 · signed installer ✓ You approve every risky action ✓ Says "done" only when verified ✓ We never train on your data

📎 ClippyAI — Ready

Pick a task below — I'll show you how I handle it.

Simulated preview — nothing runs on your PC. Auto-playing · hover to take over

Founders & solo builders Automate inbox triage, research, follow-ups, files, and admin without hiring a VA.

Sales & ops teams Move information between browser tabs, spreadsheets, calendars, and email — fast.

Power users & students Summarize, organize, convert, compare, and control the desktop by asking naturally.

Where Clippy runs today.

Windows gets every release first. The Mac build is an early alpha you can try; Linux is on the roadmap.

Available now

Windows 10 / 11

Current release v0.24.1. Code-signed via Azure Trusted Signing. Updates download in the background and install by themselves while you're away or when you quit.

Alpha · catching up

macOS 12+

An early build (v0.20.0-alpha.17), signed by Apple Developer ID and notarized. It trails the Windows app — newer features like the security check and plain-English approvals haven't landed yet.

On the roadmap

Linux

Planned after the Mac build reaches parity with Windows. Want it sooner? Tell us — every request gets read by a human.

AI that acts, not just chats.

ClippyAI is a practical AI agent: it understands what's on screen, uses dedicated automation tools, and completes multi-step workflows with visible progress.

📧 Email.exe×

Email

Draft, reply, summarize, and send — with approval before anything goes out. Outlook, Apple Mail, Gmail in the browser.

"Email Bob a summary of the meeting."

📅 Calendar.exe×

Calendar

Book meetings, check availability, summarize your day. Apple Calendar and Outlook.

"Schedule a 30-min sync with Sarah at 3 PM."

📊 Spreadsheets.exe×

Spreadsheets

Read and update Excel and Numbers files in place — formulas, formatting, ranges.

"Add this expense to my budget sheet."

🌐 Browser.exe×

Browser

Navigate sites, fill forms, extract visible data — direct DOM access, no fragile UI clicking.

"Compare prices from these three suppliers."

📁 Files.exe×

Files

Find, read, convert, and organize documents across Finder and Explorer.

"Find the Q3 budget doc and convert it to PDF."

🖱️ Desktop.exe×

Desktop control

Click, type, open apps, close windows, run system tasks. Powered by ClawdCursor, our open-source automation engine.

"Close the frozen Excel window and tell me what happened."

Also built in

PC security check Read-only review of startup items, tasks, services and hijack points — explained in plain English. Power & Max; Free gets one a week.

Plain-English approvals "Type 313 characters", "Click 'Place order'" — Approve or Deny, and no answer in 60 s counts as Deny.

Games Catch, Hide-and-seek and Rock-paper-scissors, free on every plan. Right-click Clippy → Play.

Voice Push-to-talk in, spoken replies out. Max adds a premium natural voice with nothing to configure.

Connect your own agent A local MCP server lets your own AI agent drive Clippy — and you can bring your own OpenAI, Anthropic, Gemini or local model key.

Anonymous crash reports Error codes only — never your key, files, screen or messages. Opt out any time in Settings → General.

Things you can ask Clippy

"Remind me to take pills at 9pm."

"What's eating my RAM right now?"

"Read this aloud."

"Open the file that mentions 'Q3 budget'."

"Book the conf room for tomorrow 10am."

"Summarize this email thread for me."

"How much battery do I have left?"

"Convert this Word doc to PDF."

"Is anything suspicious on my PC?"

"What's on my screen right now?"

"Force-quit the frozen Excel window."

"Let's play rock-paper-scissors."

How it works

A three-step agent loop: ask, plan-with-approval, act-with-report.

01

Ask

Give Clippy a natural-language goal — "draft an email", "schedule a meeting", "find that file".

02

Plan & approve

Clippy reads the app in front of you, builds a step-by-step plan, and asks in plain English before anything sensitive.

03

Act & report

Acts visibly through cursor, keyboard, browser, file, and app tools — then says "done" only when it checked, and tells you what it couldn't confirm.

Built for controlled automation.

ClippyAI is designed to act visibly, ask before sensitive actions, and keep you in control of what it can see and do.

✋

You approve sensitive actions

Clippy pauses before sending messages, deleting files, making purchases, or any irreversible action.

🌳

Local-first UI context

Reads structured UI text first — visible labels, button names, roles, coordinates. Not pixels.

📷

Optional screenshot fallback

When a task you asked for needs visual understanding, a screenshot is sent for that request only. Never stored by us. Never taken for proactive tips.

👀

Visible execution

Watch every click, keystroke, and app action as Clippy works. No hidden background actions.

💤

Sleep mode anytime

Right-click the tray icon → Sleep. Asleep or closed, Clippy stops reading your screen and offering proactive tips.

🚫

We never train on your data

Prompts and screen context are processed for the request and discarded. We don't keep them or use them to train anything; our AI provider handles them under its API terms.

Choose your plan.

Start free, no card required. Power unlocks full desktop & browser automation; Max adds premium voice, the biggest token headroom, and early access. Paid tiers buy you agency (what Clippy can do), a thinking model, and headroom (how much).

I mainly want to…

Power unlocks cursor, keyboard, browser and app automation — plus the PC security check.

  • ✓ Chat with ClippyAI
  • ✓ Screen-aware explanations & tips
  • ✓ Classic Clippy animations
  • ✓ Fast model (DeepSeek V4 Flash)
  • ✓ Games, voice & your own model key
  • ✓ 1 Power task a day · 1 PC security check a week
  • ✗ Unlimited cursor & keyboard control
  • ✗ Unlimited browser & app automation

Included usage: 100K tokens/month

Start Free

RECOMMENDED

  • ✓ Everything in Free
  • ✓ Cursor & keyboard control
  • ✓ Browser & app automation
  • ✓ Email, calendar, Excel workflows
  • ✓ File search & document conversion
  • ✓ PC security check — spots suspicious startup items & explains them (Windows)
  • ✓ Multi-monitor support
  • ✓ Custom personas
  • ✓ Thinking model (DeepSeek V4 Pro)
  • ✓ Priority support

Included usage: 5M tokens/month

Get Power

Charged immediately · cancel anytime

EVERYTHING, MAXED OUT

  • ✓ Everything in Power — full desktop, browser & document automation, plus the PC security check
  • ✓ Premium voice, built in — hear Clippy reply in a natural voice. 600 min/month, no API key, nothing to configure
  • ✓ Biggest headroom — 20M tokens/month, 4× Power, for all-day heavy workflows
  • ✓ Early access — new skills, characters & voice features land here first
  • ✓ Direct line to support for feature requests

Included usage: 20M tokens/month

Go Max

Charged immediately · cancel anytime

Power and Max add automation, a thinking model, and headroom; Max also adds premium voice. Both are charged immediately — no trial; the Free plan is how you try Clippy first. Cancel from the Stripe portal in your welcome email or from Settings → Manage subscription inside Clippy.

Ready to meet your new coworker?

Windows app, ~190 MB · macOS alpha, ~210 MB · Free forever, no card required

Detection picks the right platform automatically. See all downloads & checksums →

✓ Mac signed by Developer ID: Amro Dabbas & notarized · Windows signed via Azure Trusted Signing

After you download (Windows)

  1. Open ClippyAI-Setup.exe.
  2. If a blue “Windows protected your PC” box appears, click More info, then Run anyway. The publisher shown should be Amro Dabbas.
  3. Enter your email and type the 6-digit code we send you. Clippy is ready. Ask him anything.

About Windows installer warnings

ClippyAI's Windows installer is code-signed via Azure Trusted Signing — publisher Amro Dabbas. Microsoft is still building download reputation for our publisher (this happens automatically as more users install). Until then, Windows SmartScreen may show a precautionary warning — this is normal for any new app.

Verify the signature before installing:

  1. Right-click ClippyAI-Setup-X.Y.Z.exe → Properties → Digital Signatures.
  2. Signer should be Amro Dabbas; the certificate chain should be valid.

macOS installs cleanly with no Gatekeeper warning. Detailed install-security guide →

Questions?

What platforms does ClippyAI run on?

Windows 10/11 is the current, fully supported platform (signed via Azure Trusted Signing). An early macOS 12+ alpha is available for Apple Silicon and Intel (signed by Apple Developer ID and notarized) but trails the Windows app in features. Linux is on the roadmap. Everything ships as a standalone installer — no app store required.

What can ClippyAI control?

Depending on your plan, ClippyAI operates desktop workflows across apps, browser, email, calendar, files, spreadsheets, and system utilities. The Free plan covers screen-aware chat only; the Power and Max plans add full desktop, browser, and document automation — and Max includes premium voice.

Can ClippyAI send emails, delete files, or make purchases?

Only after you confirm. ClippyAI pauses before any sensitive action — sending messages, deleting files, making purchases, or any irreversible change. Destructive actions always wait for your explicit approval.

What leaves my computer?

For each AI request, ClippyAI sends your message, the active window's title, the structured UI accessibility context needed to complete the task — visible labels, text, control roles, and coordinates — plus your local Clippy profile and recent conversation for context. Proactive mode (on by default, off in Settings) sends the same text-only context every few minutes to offer tips. Browser history, saved passwords, and webcam input are never transmitted; microphone audio is only processed while you hold push-to-talk (locally on Windows; via OpenAI with your own key on macOS).

Are screenshots used?

ClippyAI uses structured accessibility text first. When the screen cannot be understood that way (canvas drawings, custom-rendered UIs, raster images), or when ClippyAI needs to verify a step, it may capture a screenshot during a task you asked for. Screenshots are never taken for proactive tips and are never stored by us.

Can I disable screenshots entirely?

Not yet — there is no screenshot-off setting today. Screenshots only happen while ClippyAI is carrying out something you asked for, never during proactive tips. If you don't want the screen captured at all, put Clippy to Sleep or quit the app.

What AI providers process requests?

ClippyAI runs on DeepSeek V4 (Flash on the Free plan, Pro on Power and Max). Premium voice on Max uses OpenAI. Your subscription covers all AI costs — no API key needed. Provider details are maintained in the Privacy Policy.

Is my data used for AI training?

We never use your prompts, screen context, or screenshots to train anything, and we don't store them after the request. Our AI providers process them under their API terms.

How do I pause or quit ClippyAI?

Right-click Clippy or the system-tray (Windows) / menu-bar (Mac) icon → Sleep to pause, or Quit to fully exit. While asleep or closed, ClippyAI stops reading the screen and stops proactive tips; nothing is sent unless you message it.

Is the installer signed?

Yes. macOS releases are signed by Apple Developer ID: Amro Dabbas (69FFPCC322) and notarized by Apple. Windows releases are signed via Azure Trusted Signing. Always download from clippyai.app and verify before running. See the install-security guide for step-by-step verification.

How do I cancel?

Open the welcome email we sent when you got your license key — there's a "Manage your subscription" link to the Stripe Customer Portal where you can cancel, change plans, or update your card. You can also click Settings → Manage subscription inside Clippy.

What happens when I hit my usage limit?

ClippyAI lets you know and stops responding until your billing period resets, or you upgrade to a higher plan. The Free plan includes 100K tokens/month for chat and tips; Power's 5M and Max's 20M give heavy automation users plenty of headroom.

How do I report a bug or security issue?

For bugs: right-click Clippy → View Logs → Report Issue. Logs attach automatically and reports land in our inbox. For security disclosures, email [email protected] with the word "SECURITY" in the subject. We acknowledge within one business day.