I want to set up a personal Server where i am hosting all kind of services for myself (mainly gitlab, nextcloud, NAS, and some others). I currently go with the strategie of installing a small debian on the server and pushing all services into VM's. This way the server itself is incredible stable, and even when having aproblem with a virtual machine i can always connect to the debian below via ssh.

For the last server i set up, i was using Debian Jessie but for this server i don't want to install Jessie in march when setting up the machine. And upgrading to Stretch when it will be released (No release date yet, but this Summer might be a good guess). I read that upgrading Debian is not as easy as upgrading a Ubuntu, for example.

So my idea is: I will install the testing version of stretch. While setting up the server i can live with the "unability" in testing branch. I would directly get the new features and can test them. After a while when stretch stable is released i want to switch to it.

The questions are:

  1. Is this possible, and is this an easier operation as upgrading from jessie stable to stretch stable?
  2. Would you recommend such a step in general or is this to risky for you? Why would you think so ?
  1. "I read that upgrading Debian is not as easy as upgrading a Ubuntu, for example." - avoid to read more from this source
  2. simply use stretch word in /etc/apt/sources.list instead of testing, then you'll always have stretch whether it is stable yet or not.

You could just install stretch directly...and, thus, bypass the need to upgrade from an older version. https://www.debian.org/devel/debian-installer/

And yes....It's possible to run stretch right now (that's what I'm doing and it seems to run fairly well -- it does seem to have an issue every now and then but they are often rather minor issues)

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