I'm a bit behind on this thread...
But I wanted to mention- my girl was VERY attached to me and had separation anxiety. I did lots of training, hired a walker, video taped her, etc... it wasn't until we did get another dog (though we got an adult rescue, not a puppy) that we saw a huge difference in her SA.
She recently passed, and while our other dog doesn't have SA, we can see a difference in his behavior (he's not misbehaving- just how he interacts with us) and plan to get a second dog. I have definitely seen a lot of benefits to having 2 together.