Cindy's Answer:
Its a fairly typical stage of development for some dogs. As they enter adolescence they start to feel worried and sometimes territorial about their yard. That can create a lack of confidence but be careful, over time, when there is a fence involved it can develop into barrier aggression behind the fence and a dog that barks and runs the fence. As your pup matures, he will start to feel more confident and it could create a dog that barks and carries on anytime someone he doesn't know is outside.
Personally, I like to control all my pup's early experiences as much as possible so I don't allow my puppies to go in and out if there are things around my yard I can't control (like neighbors, other dogs, etc).
If this were my puppy, I wouldn't let him go in and out unless I was supervising. If you have a good relationship with all your neighbors, it might be a good idea to let your pup meet them and get comfortable seeing them with YOUR supervision.
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