[Let's Encrypt](https://letsencrypt.org/) is an [ISRG](https://en.wikipedia.org/wiki/Internet_Security_Research_Group) project to provide free TLS certificates in an automated fashion.
Let's Encrypt distributes a script for automating the CSR creation, domain validation, and certification acquisition process for acquiring TLS certificates. This script, `certbot` can be run from systems intended to be secured and automate the installation into common HTTP servers; or work in more passive modes simply for certificate acquisition.
Currently all SSL/TLS traffic to WIT services is terminated on roberto.wit.com via HAProxy. The `certbot` script is present on roberto and can be used in the following manner to acquire additional certificates, or to upgrade the existing *.services.wit.com certificate to include more domains. WIT uses `certbot` in `certonly` and `standalone` mode; this means that we're only using `certbot` to acquire the certificate, not install it. It also means that verification will take place using certbot's standalone web server (proxied via HAProxy).
At this point you should see certbot making a number of challenges (domain ownership verifications), and then a "**Congratulations!**" message telling you the certs have been updated.