If I'm a startup, why should I shirk away from paying 9.99 for a RapidSSL certificate from namecheap and have it working reliably through Ansible/Puppet/Docker... and rather muck about with the chance that my server SSL cert may go down because my letsencrypt client was outdated or something.
Or worse, I have a wordpress site running on a PHP host - the best case scenario is that they agree to use a certificate I buy. Running a python based client ?