If you purchase a Debian server, then you should always have the latest security patches and updates, whether you're asleep or not. This is pretty easy to do. Here's how.
Run this command to install the "unattended-upgrades" package, along with a package to identify the changes
sudo apt-get install unattended-upgrades apt-listchanges
After that is installed, then edit the unattended-upgrade configuration:
sudo vim /etc/apt/apt.conf.d/50unattended-upgrades
Paste the following into this file after emptying it, then modify items with ** ** (remove the stars though :P)
// Automatically upgrade packages from these (origin, archive) pairs
// You can specify your own packages to NOT automatically upgrade here
Install "apticron" to manage automatic execution of APT updates:
sudo apt-get install apticron
Open /etc/apticron/apticron.conf and set the EMAIL variable to your email address, so you can receive the list of changes.
Open /etc/apt/listchanges.conf to configure APT to save the changes to a database: