@web9: You’re using python 2.6 but the LE client needs at least python 2.7. The developers are already working on fixing that: https://github.com/letsencrypt/letsencrypt/pull/1257
@TacoBot: You might want to take a look at this topic. You can also run letsencrypt as a normal user with “-a manual”, it should then tell you what to do.