Chalked

Dictation that knows
when you’re free

Hold a key and speak your reply. When you mention a time, Chalked checks it against your real calendar and fixes it before you send.

Download for Mac

Free · macOS 14 or later

MessagesFileEdit9:41
Listening
Thursday
Site visit, Balmain 1:00–2:30
Quote review 4:30–5:00

yeah Thursday after 3 works for me

busy till 3, then free Insert ⌥⏎ As you said
Insertedheld Thu 3–4

yeah Thursday after 3 works for me

busy till 3, then free Insert

Your words. The right time.

You said

“yeah Thursday arvo works for me”

But Thursday afternoon you’re on site until 2:30, and it’s 25 minutes back.

Chalked sends

“yeah Thursday after 3 works for me”

Every other word is exactly yours. Chalked only ever touches the time.

01

Hold fn. Speak.

Anywhere on your Mac. Any app, any text field. Let go and your words appear.

02

It checks.

Say a time and Chalked reads your real week. Meetings, travel, the lot.

03

Press ⏎.

The true version lands at your cursor, and the slot is chalked into your calendar.

When it isn’t sure, it says so.

A confidently wrong time in a real message is worse than no help at all. Chalked shows you what it found and lets you decide. It never guesses, and it never sends anything on your behalf.

Chalk it in.

Offer a time and Chalked holds it in your calendar — lightly. When they confirm, it firms up. If plans change, rub it out. No double-booking, no forgotten offers.

Thursday

Site visit, Balmain1:00–2:30
Held for Priya3:00–4:00
Quote review4:30–5:00

Great dictation, everywhere.

Fast, accurate, punctuated. It knows the names in your world — your people, your places — because it reads them from your calendar. Unlimited, free, in every app on your Mac.

Your audio never touches our servers.

Speech streams from your Mac straight to transcription and comes back as text. We don’t store recordings and we don’t store transcripts — only the scheduling facts you choose to act on. Nothing is ever sent on your behalf.

Read the privacy policy

One plan.

$18/ month

14-day free trial.

  • Unlimited dictation, free forever
  • Calendar-checked scheduling
  • Tentative holds with one-tap rub-out
  • Google Calendar and Apple Calendar
  • Booking links that only offer real gaps
  • Every app on your Mac
Download for Mac

Free · macOS 14 or later

Questions

Does it rewrite what I say?+

No. The sent text is your words, exactly. Chalked only ever substitutes the time itself, and that rule is enforced in code — any output that changes another word is rejected.

Which calendars does it work with?+

Google Calendar and Apple Calendar, read and write. Holds go in a calendar Chalked creates; your existing events are never modified.

Is dictation really unlimited on the free plan?+

Yes. Dictation is free without limits, forever. The paid plan is for scheduling: the calendar check, holds, and booking links.

Mac only?+

Yes. Chalked is built natively for macOS 14 and later, distributed as a signed, notarised download.

Chalk it in.

Download for Mac

Free · macOS 14 or later