I have a folder on my work computer (Windows 7 64 bit) containing ~250MB. It was previously on my SkyDrive so I could access it at home, until I decided yesterday to use the DirectSync feature of Cubby which has been lying dormant on my PC for the past 6 months.
Following the steps as indicated in the DirectSync FAQ, I turned the cloud off and sync on for this cubby ("Work"). When I got home, I downloaded the latest version for my Windows 8 64-bit computer, installed it and set "Work" to sync to one of my drives. When I hover over the folder in the Cubby application it says it is using DirectSync. I left my home PC on this morning so it could sync once I logged in at work today.
Currently I can see from my main Cubby folder, that my home pc is online and syncing that cubby with the cloud (as expected). However, for my "Work" cubby, it only shows my work PC and it is "ready for DirectSync". Seeing as I followed all the steps in the FAQ, I am unsure as to why it is not working.