Debian 7 wheezy – Certbot auto started failing with ’ No module named pip.__main__’ Rumi, February 9, 2020 If you’re using Debian 7 a.k.a wheezy which is end of life at this moment and you were using Let’s Encrypt was your SSL, then you might need some backward compatibility to continue. A possible work around for me as below: wget https://raw.githubusercontent.com/certbot/certbot/75499277be6699fd5a9b884837546391950a3ec9/certbot-auto chmod +x ./certbot-auto ./certbot-auto --no-self-upgrade For renewing an existing certificate you can use the following command instead: ./certbot-auto --no-self-upgrade Administrations Configurations (Linux) CertbotDebian 7Let's EncryptWheezy