How to schedule a Mac file to open at a particular time

I’ve found, and have heard from others, that sometimes it can be hard to get yourself to open a particular file, due to issues like anxiety and avoidance and procrastination.

In such situations, for some people, I can imagine that it might be useful to have a system that automatically opens the file for you at some particular time. For example, I might schedule 2 pm to 3 pm each day as the time to work on my résumé, and I might want to set my computer up to automatically open the résumé file at 2 pm to get me started.

It turns out that on the Mac, you can set that up using Apple’s Calendar app. Here’s how:

  1. In Calendar, create a new event or select an existing one.
  2. In the event’s alert section, select Custom.
  3. In the resulting dialog box, in the first dropdown menu, select Open file.
  4. In the second dropdown menu, select Other, and then choose a file.
  5. Indicate when you want the file to open, relative to the time of the event.
  6. Click OK.

At the specified time, the file opens automatically.

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