Free trial
Download and go. See if you can stand him.
7 days free
No card needed. The clock starts at his first remark.
- Up to 25 remarks a day
- The full jester, nothing held back
- Windows 10 & 11
A court jester for your Windows desktop
The only one allowed to tell you the truth.
Wit lives in the corner of your screen. While you're actually at the keyboard, he glances over now and then and calls out your nonsense in one witty remark. The joke lands first. Then he tells you the better way.
7-day free trial. No card needed. Windows 10 & 11. Mac coming later.
Wit says: "Your jester has arrived, Sire. Pretend to be productive; I shall pretend to believe it."
In the old courts, the fool was the only one allowed to tell the king the truth, so long as he wrapped it in a joke.
Wit keeps the tradition. You are the king. Your screen is the court.
How it works
A fool with excellent manners
He's a small, transparent, always-on-top window. No dashboards, no productivity score. Just one well-timed remark when you've earned it.
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Only when it's really you
Wit tells real hardware input apart from input injected by AI agents and automation. While Claude or another agent drives the machine and you're only watching, he stays asleep.
I watch only when you rule. When the machines rule, I nap.
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One glance, one remark
Every so often he looks at your screen and spots the nonsense: the procrastination, the tab graveyard, the chore you're doing by hand, the sentence you've rewritten four times.
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The joke, then the better way
The jab comes first, because that's what gets through. Then a genuinely useful suggestion: the shortcut, the command, the thing you should be doing instead.
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He knows when to look away
He skips his glance whenever a password manager, a private or incognito window, or a banking or brokerage app is in front. He stays quiet in fullscreen games, and dozes when you're away.
- Greets you when you return
- Dozes (Zzz) while you're away
- Eyes follow your cursor
- Bells jingle when he talks
- Click to poke him
- Hush him for an hour
Sample roasts
Things he has been known to say
Every remark is written fresh for what's on your screen. These give you the flavour.
Ten seconds at the desk, zero keys pressed, and already you summon the fool. The build won't upload itself, sire. Run the command, then poke me while Valve deliberates.
Forty-one tabs, Sire. A kingdom of beginnings.
You've deleted more than you've written. Bold strategy for a novelist.
The meeting could have been an email. The email could have been a nap.
Your AI writes the code while you watch. Tell me again who wears the crown?
Fourth time reorganizing the to-do list. The list thanks you; the tasks do not.
Your jester has arrived, Sire. Pretend to be productive; I shall pretend to believe it.
Privacy
He looks. He does not keep.
A jester who sees your screen has to be trustworthy. Here's the short version; the full privacy policy has the details.
What happens per remark
- One screenshot of your active display, plus light context (app name, window title, how busy you've been), is sent to Anthropic's Claude to write the remark.
- Wit's server passes it along and does not store the screenshot or the context.
- Keystrokes are only counted, never recorded. Wit never knows which keys you pressed.
- With the Own-Key plan, requests go straight from your PC to Anthropic with your own key.
When he doesn't look
- Password managers, private and incognito windows, banking and brokerage apps (and anything you add to the list).
- While you're away, while he's hushed, and in fullscreen apps and games.
- While AI agents or automation are driving your machine.
- No ads, no selling data, no analytics trackers in the app.
Pricing
Pay the fool
Try him free for a week. If he makes you laugh, and occasionally makes you better, keep him.
Wit Pro
Hosted for you. Nothing to set up.
$6 / month
Cancel anytime
- As many remarks as a sane person wants (fair use)
- No API keys, no accounts to juggle
- Keep access to the end of the month if you cancel
Wit Own-Key
Bring your own Anthropic API key. Pay once.
$19 one-time
You pay Anthropic directly for usage, usually a few cents per remark
- Requests go straight from your PC to Anthropic
- Your key is stored encrypted on your device
- No subscription
Payments are handled by Stripe, which takes care of VAT and sales tax and sends your receipt; your license key appears the moment checkout finishes. Prices in USD, taxes included. 14-day refund on your first purchase, no questions asked. Windows 10 and 11 only for now; a Mac version is coming later.
Questions
Asked of the fool
Does he record my keystrokes?
No. He only keeps counts (how many keys, erases, clicks and scrolls), never which keys you pressed. Those counts stay on your PC, apart from the aggregate numbers sent as context with a remark.
What does he actually see?
When he's about to make a remark, he takes one screenshot of your active display and sends it, with light context such as the foreground app and window title, to Anthropic's Claude to write the line. The screenshot is never stored by Wit's server. Details are in the privacy policy.
Which AI writes his jokes?
Anthropic's Claude. With Wit Pro we handle the connection for you; with Wit Own-Key your PC talks to Anthropic directly using your own API key.
Will he bother me in games?
No. He stays quiet when a fullscreen app or game is in front. He also naps while you're away and while AI agents or automation are driving the machine.
Can I shut him up?
Yes. Hush him for an hour from the tray icon or with Ctrl+Alt+Shift+W, choose how chatty he is (Chatty, Courtly or Reserved), or dismiss him entirely from the tray. He takes it well. Mostly.
What happens when the free trial ends?
After 7 days, pick Wit Pro or Wit Own-Key to keep him talking. No card is taken for the trial, so nothing is charged automatically.
Is there a Mac version?
Not yet. Wit runs on Windows 10 and 11 for now; Mac is coming later.
You've scrolled this far without downloading anything. Very royal. Click the button, Sire; I'll handle the rest.
7-day free trial. No card needed.