Hi, I'm not sure if I used the best approach but I have a windows 7 corporate computer with a 100 gig in Docs and 10 more on the Desktop. I used 7 zip to avoid any copy hicups to an external hard drive. The transfer to the external HD was over 4 hours. I threw on Office 2011 on the Mac as he wants to part ways from the windows OS and use Apple full time. He recently upgraded to Yosemite and you can tell. It runs pretty sluggish and I used Onyx to clear some space and optimize the machine. The Mac only has about a 100 gig free. I used a disk analyzer to see that his photo albums are consuming a 100 gigs worth of space.
So far I offered him a couple of options.
1) NAS if he simply wants to archive this data
2) Replace the hard drive with a bigger one
3) New Mac
Time Machine says last backup "none". Does Time Machine not do cloud backup? What do you for backing up all his Mac data? Synology locally and then backup the Synology to the cloud?
Also, I guess I could expand the 7zip file. When I'm the Mac though, the external hard drive says it has a very limited data free. I'm not sure if its reading the file system differently than windows. I thought for sure that there was way more space on the external HD but I digress. THoughts?