Over time is the key here. A package here, a small config there, and after some time, that installation becomes so unique that it starts reading your mind.
Non-breaking updates is the icing on the cake.
The biggest point is you install Debian once, or when your processor architecture changes.
--Sent from my a 6 year old Debian installation.
There's nothing really special about Debian as well, it could as well be Ubuntu, Mint or anything else that's plug n play. I'm just used to Debian, and it comes with less junk I don't need installed by default.
After running my home servers on it, one release wasn't too far behind to run as a desktop, and I've been happy here ever since.
Xfce desktop, move the panel to the bottom, install applications. Use it for the next days/months/years until I decide to look around again.