Regarding signing in during the assignment of OneDrive for Business's network drive
I need to sign in every few days after assigning the network drive to OneDrive for Business. This bothers me because I must extend the hold period of credentials in order to sign in. I hope that you will manage to change this behavior for convenience. I also prefer to experience the improvement of speed while uploading files.
Check out Zee Drive, a commerical tool for mapping network drives to OneDrive fro Business and SharePoint Online http://www.thinkscape.com/Map-Network-Drives-To-Office-365-OneDrive/. Zee Drive will keep you signed in to Office 365 so you don't lose your mapped drives.