How do I automatically download files to a Kindle 2 whenever its USB connection is plugged into a Windows 7 machine?

Posted by Bob Cross on Super User See other posts from Super User or by Bob Cross
Published on 2011-01-26T22:35:37Z Indexed on 2011/06/26 8:24 UTC
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Filed under:

Windows

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download

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scheduled-tasks

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Kindle

The inspiration of this question is the Gadget Lab article How To Make Your Kindle Into an Automatic Instapaper. In that article, they describe an implementation of an Automator workflow that:

Detects the connection of a portable disk (which the workflow assumes is the Kindle 2).
Downloads the Instapaper mobi file containing the text version of the articles marked for "Read Later" to the computer.
Downloads the mobi file from the computer to the Kindle 2.

All of this is straightforward in terms of functionality but it is not immediately obvious how to do step 1 on a Windows box.

Is the Task Scheduler the first step? If so, which event should be the trigger for the rest of the task?

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