Describe EliezerCroitoru/Certbot here.
Link to certbot integration with squid: https://community.letsencrypt.org/t/squid-reverse-proxy-ssl/69625/6
Crontab example:
0 */12 * * * certbot certonly --standalone --preferred-challenges http --http-01-port 5555 --deploy-hook 'systemctl reload squid' --domains example.org,www.example.org,www1.example.org