I've been wearing the outbacks for about a month now and to be honest I can't comment on how waterproof they are but for my archery elk hunts in CO that's not a big concern of mine.
To me these are more comfortable than the Quest 4d's but that will vary from person to person. I don't think they are as stiff as the 4d's and that fits my boot preference.
I would say if you are looking for a more athletic profile that these may fit your needs. If you are looking for a burly, stiff boot then look elsewhere.
Also I have rolled my ankles since I was a kid and the design of these boots somehow makes me feel low to the ground and stable like the 4d's did.