SOLVED Debian Wheezy Letsencrypt error /opt/eff.org/certbot/venv/bin/python: No module named pip.__main__; ‘pip’ is a package and cannot be directly executed Rumi, May 10, 2019 My case and solution: Debian 7.11 wheezy python2.7 python-pip NOT installed My steps: #ln -fs /usr/lib/python2.7/plat-x86_64-linux-gnu/_sysconfigdata_nd.py /usr/lib/python2.7/ #wget https://raw.githubusercontent.com/certbot/certbot/75499277be6699fd5a9b884837546391950a3ec9/certbot-auto #chmod +x ./certbot-auto #certbot-auto renew --no-self-upgrade it download some files and works fine. Src: https://github.com/certbot/certbot/issues/6824 Administrations Configurations (Linux) CertbotDebian 7LetsencryptWheezy