I am also planning to get another one since I am no longer looking after my sister's lab, we moved to a flat and Cash is alone for a big part of the day. He deals with it alright, but I want to get him a friend to keep him company - he loves playing with other doggies.
The best times to upgrade (

) is either to get two littermates to begin with or to get another one when your current baby is well-trained enough to be a good role model.
I have been posting this everywhere, but the breeder I want to get a puppy from has a dam giving birth today or tomorrow. Fingers crossed that there will be a girl!!