The ‘File Skill’ in the Cortana app appears in the new Windows 10 Insider Preview Build 20270.

Cortana may not be the personal assistant she once was, but a new update as part of the Windows Insider Dev Channel means that her capabilities to find files have improved.

The new “File Skill” in the Cortana app appears in the new Windows 10 Insider Preview Build 20270, part of the Dev Channel. (Dev Channel releases publish test code that may or may not end up in a future release.)
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https://www.pcworld.com/article/3600148/microsoft-tests-cortana-file-skill-to-find-files-faster-in-windows-insider-build-20270.html