When you say "old Windows system", I assume you mean an older version of Windows than Windows 10, no? Ubuntu 14.04 was released in 2014. Windows 10 was released in 2015. It isn't surprising to me at all if the version of Ubiquity in Ubuntu 14.04, and thus Trisquel 7, is unable to detect Windows 10 properly. Allenitomwesh said specifically that it was Windows 10 that he had difficulty setting up dual-booting with.

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