Having just moved from Roseburg to Grants Pass I would stay away from Roseburg if possible. The entire county is so depressed economically, jobs are pretty much non-existent unless you know someone who can hook you up with something. With the lumber industry on the decline Douglas County is really feeling it. Hunting has also sucked as of late there, all the major companies gating off BLM land causing access blockages essentially everywhere. So many people packed into public land unless you are willing to pack in a few miles or have access to private land hunting is extremely difficult.
Don't get me wrong the town is in a nice spot, I grew up there also, and it is not the same town as it was even 10 years ago. The Umpqua Valley is one of my favorite places on the planet but I am not sure I would ever move back until I was ready to retire.