Auto Capitalize New Sentence in Mail

I've been wracking my brain on this one and checked all settings I can think of. When composing a new email on Mac, the first letter of each new sentence use to auto capitalize. Now I'm finding that it is not doing so and I'm baffled! Any advice? I'm actually seeing that the auto cap isn't working as I'm typing this question here. really frustrating ! thanks

MacBook Pro 14″, macOS 14.6

Posted on Aug 29, 2024 2:05 PM

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Posted on Aug 29, 2024 3:25 PM

Just to be sure, you've checked


System Settings -> Keyboard -> Input Sources -> Edit


and confirmed the capitalization option is turned on? If so, have you tried toggling it off, clicking Done, and then back on again?

3 replies

Aug 31, 2024 8:48 AM in response to FreeXone

You can send feedback to the Mail product team requesting that initial capitalization be enabled, but otherwise, without a little third-party app help, you won't get initial caps of sentences without the Shift key.


There is a free application in the Mac App Store named WordService. It provides an Initial Caps of Sentences service, among many others. You would enter all of your email body, select it, and then from the Mail Services menu, you would select WordService: Initial Caps of Sentences and every selected sentence would have its first letter capitalized.


When you download WordService from the Mac App Store, that process will automatically install the services but not activate them. So, on macOS Ventura or Sonoma, you would do the following to activate Initial Caps of Sentences service:


  • System Settings > Keyboard > [ Keyboard Shortcuts… ] > Services > Text
    • Scroll downward in the preceding Text window to locate WordService: Initial Caps of Sentences, and click the preceding box to enable it. You might also consider Sort Lines Ascending/Descending services for sorting text lists in documents.
  • In the Mail compose window, you select all of your entered text, right-click, and choose Services > WordService: Initial Caps of Sentences.


WordService also installs an application of the same name in your Applications folder. When you launch it, a PDF document opens in Apple's Preview describing each of the installed services.

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Auto Capitalize New Sentence in Mail

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