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Under my user a hidden system folder .cache/upstart/ is getting insanely large - 99G. This is mainly due to a file gnome-session.log. Does anybody know what this folder is and why it may get so large? Can I safely remove the file?

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It's just a log, so yes, you can safely remove this file.

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I would also like to understand what is growing so much this file - it seems full of log of this error kbuildsycoca4(21468) KBuildServiceFactory::populateServiceTypes: "/usr/share/applications/shotwell-viewer.desktop" specifies undefined mimetype/servicetype "image/x-mrw" –  Luca Fiaschi Mar 2 at 18:12
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I don't know, however there is a bug on Launchpad which describe similar situation. bugs.launchpad.net/ubuntu/+source/gnome-session/+bug/1269838 Maybe there you will be able to find solution. –  kubahaha Mar 2 at 19:51

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