You know, Jaeger was a crybaby, too, and he was so good at it that he is the first dog we have ever given up on crate training as a pup. We just put him on the bed between us, lol, so we could get some sleep. But gradually he got used to not having his littermates and parents around all the time and it got better. Eventually he noticed that our alpha female sleeps BESIDE the bed and decided he should do that. Eventually he decided that it's okay to sleep in the kennel sometimes. Eventually he decided that sometimes he can entertain himself in another room for a little while as long as he knows where I am. He is VERY affectionate and connected, but he isn't freaky about it.
He is over nine months old now and, while he is a vocal guy, he isn't a big crybaby anymore. Just a manipulative charmer . . .
SO I don't think it is too much to worry about, though I'm not an expert.