For those that are interested, I posted an article[1] a little while ago on how to automate the renewal process for Letsencrypt using Daniel's acme-tiny[2] script. It's a lot nicer to let cron handle it than doing it manually ;)

[1] http://robmclarty.com/blog/how-to-secure-your-web-app-using-...

[2] https://github.com/diafygi/acme-tiny