You're a defendant in a trial against the government. You open an Explorer window that tries to render a preview for a PDF document titled "Doug Malone's Testim

You're a defendant in a trial against the government. You open an Explorer window that tries to render a preview for a PDF document titled "Doug Malone's Testimony." The PDF is busted and the preview renderer errors out, posting the error message with the file name automatically to Microsoft. The government subpoenas your Microsoft account, trolls the error reports and learns your legal strategy. It didn't matter if the file was on your super duper secret encrypted drive. It doesn't even matter if it's in the file name; maybe the preview code dumps the whole file contents in the error report. Maybe the preview code is buggy and just logs file names. The report is cached until you're next connected to the Internet and delivered as part of "routine diagnostics."