tbh: i have a pen and a paper where i write down some systems i found with usefull characteristics... like a big variaty of available ships on a station, or a planet with rings and several Res near a station.
But after 2 or 3 weeks i completely dropped the idea of having a home-station or anything like that.... If i want to rep up with the feds i do the travel for a few 100 lightyears to get in a plain fed territory, if i wanna go bounty hunting, I look for a system that is not overcrowded (trade routes are a good indicator for that) and a powerful pirate party... i don't really care where it is.
When I don't like my current system anymore, i just pickup a cargo mission and see if i like the destination system... if i don't, i get the next mission. If i'm interessted, i start scanning everything and find myself something to do... BH, I'll BH the hell out of that place then xD