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As the manual link states, checkboxes only work in plain lists. Your example uses headlines. You need to use the checkboxes this way:

* shopping list

  - eggs
  - bread
  - Tesla Model S
  - bacon

Now, when you're on "eggs", you can hit C-u C-c C-c (C-u C-c C-x C-b also works) to toggle the checkbox. C-c C-c will then toggle whether the checkbox is checked or not.

If you are already in a checkbox list, then M-S-RET will add a new item with a checkbox.

As the manual link states, checkboxes only work in plain lists. Your example uses headlines. You need to use the checkboxes this way:

* shopping list

  - eggs
  - bread
  - Tesla Model S
  - bacon

Now, when you're on "eggs", you can hit C-u C-c C-c (C-u C-c C-x C-b also works) to toggle the checkbox. C-c C-c will then toggle whether the checkbox is checked or not.

If you are already in a checkbox list, then M-S-RET will add a new item with a checkbox.

As the manual link states, checkboxes only work in plain lists. Your example uses headlines. You need to use the checkboxes this way:

* shopping list

  - eggs
  - bread
  - Tesla Model S
  - bacon

Now, when you're on "eggs", you can hit C-u C-c C-c (C-u C-c C-x C-b also works) to toggle the checkbox. C-c C-c will then toggle whether the checkbox is checked or not.

If you are already in a checkbox list, then M-S-RET (or Alt-Shift Enter) will add a new item with a checkbox.

As the manual link states, checkboxes only work in plain lists. Your example uses headlines. You need to use the checkboxes this way:

* shopping list

  - eggs
  - bread
  - Tesla Model S
  - bacon

Now, when you're on "eggs", you can hit C-u C-c C-c (C-u C-c C-x C-b also works) to toggle the checkbox. C-c C-c will then toggle whether the checkbox is checked or not.

If you are already in a checkbox list, then M-S-RET will add a new item with a checkbox.

As the manual link states, checkboxes only work in plain lists. Your example uses headlines. You need to use the checkboxes this way:

* shopping list

  - eggs
  - bread
  - Tesla Model S
  - bacon

Now, when you're on "eggs", you can hit C-u C-c C-c (C-u C-c C-x C-b also works) to toggle the checkbox. C-c C-c will then toggle whether the checkbox is checked or not.

As the manual link states, checkboxes only work in plain lists. Your example uses headlines. You need to use the checkboxes this way:

* shopping list

  - eggs
  - bread
  - Tesla Model S
  - bacon

Now, when you're on "eggs", you can hit C-u C-c C-c (C-u C-c C-x C-b also works) to toggle the checkbox. C-c C-c will then toggle whether the checkbox is checked or not.

If you are already in a checkbox list, then M-S-RET (or Alt-Shift Enter) will add a new item with a checkbox.