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I never had problems in updating youtube-dl with its -U until today:
$ youtube-dl -v -U
[debug] System config: []
[debug] User config: []
[debug] Command-line args: [u'-v', u'-U']
[debug] Encodings: locale UTF-8, fs UTF-8, out UTF-8, pref UTF-8
[debug] youtube-dl version 2016.08.13
[debug] Python version 2.7.9 - Linux-3.16.0-4-amd64-x86_64-with-debian-8.5
[debug] exe versions: ffmpeg 3.0.2-4, ffprobe 3.0.2-4, rtmpdump 2.4
[debug] Proxy map: {}
Updating to version 2016.08.22 ...
Traceback (most recent call last):
File "/home/ant/bin/youtube-dl/youtube_dl/update.py", line 148, in update_self
urlh = opener.open(version['bin'][0])
File "/usr/lib/python2.7/urllib2.py", line 431, in open
response = self._open(req, data)
File "/usr/lib/python2.7/urllib2.py", line 449, in _open
'_open', req)
File "/usr/lib/python2.7/urllib2.py", line 409, in _call_chain
result = func(_args)
File "/home/ant/bin/youtube-dl/youtube_dl/utils.py", line 1004, in https_open
req, *_kwargs)
File "/usr/lib/python2.7/urllib2.py", line 1197, in do_open
raise URLError(err)
URLError: <urlopen error [Errno 101] Network is unreachable>
ERROR: unable to download latest version
I am using Debian stable (Jessie). Thank you in advance. :)