I wanted to renew my certs. So I thought to get the latest and made a $ git pull -v.
Afterwards I switched into the letsencrypt folder and invoked $ ./letsencrypt-auto.
This fails with
# ./letsencrypt-auto
Bootstrapping dependencies for Debian-based OSes...
Ign http://ftp.at.debian.org jessie InRelease
Ign http://download.owncloud.org InRelease
Hit http://ftp.at.debian.org jessie-updates InRelease
Hit http://download.owncloud.org Release.gpg
Hit http://ftp.at.debian.org jessie Release.gpg
Hit http://download.owncloud.org Release
Hit http://ftp.at.debian.org jessie Release
Hit http://ftp.at.debian.org jessie-updates/main Sources
Hit http://security.debian.org jessie/updates InRelease
Hit http://download.owncloud.org Packages
Get:1 http://ftp.at.debian.org jessie-updates/main amd64 Packages/DiffIndex [5440 B]
Get:2 http://ftp.at.debian.org jessie-updates/main Translation-en/DiffIndex [2704 B]
Hit http://ftp.at.debian.org jessie/main Sources
Hit http://ftp.at.debian.org jessie/main amd64 Packages
Hit http://ftp.at.debian.org jessie/main Translation-en
Hit http://security.debian.org jessie/updates/main Sources
Hit http://security.debian.org jessie/updates/main amd64 Packages
Hit http://security.debian.org jessie/updates/main Translation-en
Ign http://download.owncloud.org Translation-en
Fetched 8144 B in 4s (1843 B/s)
Reading package lists... Done
Reading package lists... Done
Building dependency tree
Reading state information... Done
augeas-lenses is already the newest version.
libaugeas0 is already the newest version.
ca-certificates is already the newest version.
dialog is already the newest version.
gcc is already the newest version.
libffi-dev is already the newest version.
libssl-dev is already the newest version.
python is already the newest version.
python-dev is already the newest version.
python-virtualenv is already the newest version.
virtualenv is already the newest version.
0 upgraded, 0 newly installed, 0 to remove and 0 not upgraded.
Creating virtual environment...
Installing Python packages...
Had a problem while installing Python packages:
Collecting argparse==1.4.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 5))
Downloading argparse-1.4.0-py2.py3-none-any.whl
Collecting pycparser==2.14 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 11))
Downloading pycparser-2.14.tar.gz (223kB)
Collecting cffi==1.4.2 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 14))
Downloading cffi-1.4.2.tar.gz (365kB)
Collecting ConfigArgParse==0.10.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 31))
Downloading ConfigArgParse-0.10.0.tar.gz
Collecting configobj==5.0.6 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 33))
Downloading configobj-5.0.6.tar.gz
Collecting cryptography==1.2.3 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 35))
Downloading cryptography-1.2.3.tar.gz (373kB)
Collecting enum34==1.1.2 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 57))
Downloading enum34-1.1.2.tar.gz (46kB)
Collecting funcsigs==0.4 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 60))
Downloading funcsigs-0.4-py2.py3-none-any.whl
Collecting idna==2.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 63))
Downloading idna-2.0-py2.py3-none-any.whl (61kB)
Collecting ipaddress==1.0.16 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 66))
Downloading ipaddress-1.0.16-py27-none-any.whl
Collecting linecache2==1.0.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 69))
Downloading linecache2-1.0.0-py2.py3-none-any.whl
Collecting ndg-httpsclient==0.4.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 72))
Downloading ndg_httpsclient-0.4.0.tar.gz
Collecting ordereddict==1.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 74))
Downloading ordereddict-1.1.tar.gz
Collecting parsedatetime==2.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 76))
Downloading parsedatetime-2.1-py2-none-any.whl
Collecting pbr==1.8.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 79))
Downloading pbr-1.8.1-py2.py3-none-any.whl (89kB)
Collecting pyasn1==0.1.9 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 82))
Downloading pyasn1-0.1.9-py2.py3-none-any.whl
Collecting pyOpenSSL==0.15.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 94))
Downloading pyOpenSSL-0.15.1-py2.py3-none-any.whl (102kB)
Collecting pyRFC3339==1.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 97))
Downloading pyRFC3339-1.0-py2.py3-none-any.whl
Collecting python-augeas==0.5.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 100))
Downloading python-augeas-0.5.0.tar.gz (90kB)
Collecting python2-pythondialog==3.3.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 102))
Downloading python2-pythondialog-3.3.0.tar.bz2 (1.8MB)
Collecting pytz==2015.7 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 105))
Downloading pytz-2015.7-py2.py3-none-any.whl (476kB)
Collecting requests==2.9.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 119))
Downloading requests-2.9.1-py2.py3-none-any.whl (501kB)
Collecting six==1.10.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 122))
Downloading six-1.10.0-py2.py3-none-any.whl
Collecting traceback2==1.4.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 125))
Downloading traceback2-1.4.0-py2.py3-none-any.whl
Collecting unittest2==1.1.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 128))
Downloading unittest2-1.1.0-py2.py3-none-any.whl (96kB)
Collecting zope.component==4.2.2 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 131))
Downloading zope.component-4.2.2.tar.gz (546kB)
Collecting zope.event==4.1.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 133))
Downloading zope.event-4.1.0.tar.gz (476kB)
Collecting zope.interface==4.1.3 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 135))
Downloading zope.interface-4.1.3.tar.gz (141kB)
Collecting mock==1.0.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 153))
Downloading mock-1.0.1.zip (861kB)
Collecting letsencrypt==0.7.0 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 156))
Downloading letsencrypt-0.7.0-py2-none-any.whl
Collecting acme==0.8.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 162))
Downloading acme-0.8.1-py2.py3-none-any.whl (91kB)
Collecting certbot==0.8.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 165))
Downloading certbot-0.8.1-py2-none-any.whl (217kB)
Collecting certbot-apache==0.8.1 (from -r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 168))
Downloading certbot_apache-0.8.1-py2-none-any.whl (103kB)
Requirement already satisfied (use --upgrade to upgrade): setuptools>=1.0 in /root/.local/share/letsencrypt/lib/python2.7/site-packages (from cryptography==1.2.3->-r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 35))
Collecting psutil>=2.2.1 (from certbot==0.8.1->-r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 165))
In --require-hashes mode, all requirements must have their versions pinned with ==. These do not:
psutil>=2.2.1 from https://pypi.python.org/packages/22/a8/6ab3f0b3b74a36104785808ec874d24203c6a511ffd2732dd215cf32d689/psutil-4.3.0.tar.gz#md5=ca97cf5f09c07b075a12a68b9d44a67d (from certbot==0.8.1->-r /tmp/tmp.CsS0J2vPbd/letsencrypt-auto-requirements.txt (line 165))
You are using pip version 8.0.3, however version 8.1.2 is available.
You should consider upgrading via the 'pip install --upgrade pip' command.
Also destroying my old installment on ~/.local/share/letsencrypt. =(
I have # lsb_release -a
No LSB modules are available.
Distributor ID: Debian
Description: Debian GNU/Linux 8.5 (jessie)
Release: 8.5
Codename: jessie and it is up-to-date.
I believe you're running into the same problem that's described in this thread:
@joohoi provided a temporary workaround in that thread. Since you're on Debian jessie, you could also install the certbot package (which is the new name for the letsencrypt client, all commands should be compatible) from backports via sudo apt-get install python-certbot-apache -t jessie-backports. More details can be found on the certbot homepage.