I got Mailpile running on a $5/mo droplet a day or two ago, but I’m getting out-of-memory errors , and “Too many files open” exceptions from python. I haven’t looked too closely at it yet, but I suspect it’s the indexer in Mailpile trying to index the ~70,000 messages I have. In any case, despite these errors, it works pretty well, though indexing my messages is slooooooooow. I’m running Debian Wheezy, so I can’t particularly comment on running it on Ubuntu 14.04. To get it running, I pretty much just git-cloned the source, made sure that I had all the dependencies installed (found in requirements.txt), and then ran the script ./mp. I could be wrong, but I think Mailpile is written for python2.7. I don’t know if it works on python3.3 yet, which I think is the default python version in Ubuntu 14.04. If you’re having problems getting it going on 14.04, then perhaps the python version would a good place to start looking.