Why does `file youtube-dl` output "youtube-dl: data"?

[psycho23]

I'm 70% sure I tried the latest `file' command, and yet this still happens:

cd ~/Downloads #good
wget https://yt-dl.org/downloads/latest/youtube-dl #good
file youtube-dl #bad
youtube-dl: data

What is this file? How is it executable? This is wrong. If `file' can't detect the filetype, how can the OS?

[dstftw]

It's a zipped python app.

[psycho23]

And yet there is no indication otherwise by file.
Is there a file magic file that can at least say something like:
youtube-dl: Stand-alone python zip executable

[dstftw]

Wrong:

$ file youtube-dl
youtube-dl: a /usr/bin/env python script executable (binary data)

[psycho23]

What? That's impossible!

psycho23@shiva ~ $ file --version
file-5.14
magic file from /etc/magic:/usr/share/misc/magic

psycho23@shiva ~ $ cat /etc/os-release | grep PRETTY_NAME
PRETTY_NAME="Ubuntu 14.04.3 LTS"

[dstftw]

5.14 is 4 years old.