Kelly - stay up beat and positive. I know you have heard this before, but things don't happen over nite and with this breed and the age he's at things are going to be a little more difficult. It will get better.
How long of a period of time is he out of the kennel? Have you thought about ex-pen training. That way not all of the time is spent in the kennel but he is still contained? Whenever I introduce a new dog in my home whether puppy or adult starts with a breif isolation period (depending on the personality of the dog is how long they stay in) followed by ex-pen training and leash training, meaning they are on the leash in the house with me. This way you are still teaching pack behavior and how you want him to act in your house, while he is able to enjoy different scenerys and environments. I also move my crate into different areas so that way my dogs don't have to look at the same thing all day long, helps to releive boredom. I want to show the dog how I want them to act in my pack, so I give them the opportunity to learn. When they do something that is undesired, the get redirected or a time out in th kennel.
Something that I have used to help speed up the "isolation period" is that when your dog does settle down in the crate, I would give lots of praise or a reward such as getting to come out and be with you guys. If all he is getting is to go outside and on walks then how does he know if he is doing it right? Will he ever be calm in the kennel? If so, at that period of time (after being calm for a good 30-60 minutes) I would take him out rewarding him for laying there being quite with some quality fun time with owners.
Like everyone else is saying, a more in depth story of the dog's day would help.
I only walked my dogs on it, that are under 2 years of age.
I don't know about the pitty breeds, but the growth plates don't close in GSDs until around 2 years of age. So I didn't trot or on it until they were a little over 2. And didn't run them until closer to 2 1/2. I didn't want to create any future health issues do to working them too early on this. JMO
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