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We use Fabric for automating deployment and maintenance tasks: bootstrapping and updating application servers (using the "rolling update" pattern), pulling logs from the servers, running manage.py maintenance commands.
Out custom recipes makes it simple for developers bootstrap process (using vagrant) and that same recipe is also the one that is used to prep instances
Automate everything! I have fabfiles for testing, bootstrapping, deployment, and building. Easy to customize and its pure python.
For deploying to a VPS like DigitalOcean. This pairs nicely with https://github.com/cyrusstoller/gardenbed.
Deployment automation all of the websites and apps are deployed to linux via capistrano.