I have a 5-month old puppy who we crate train. He has not made a mess in the house in over a month, makes it through the night and is a verry happy dog.
His issue comes when we leave. Anytime we leave him in his crate and leave the house, he will pee outside his cratte. We have tried to put plexiglass up around the crate to have it come back into the cage, but the smart dog keeps finding a little hole to go through. If we have a neighbor let him out, then he will go again outside the cage, while he is inside, which proves this is behavioral and NOT medical. He will hold it for 8 hours in the crate if we are home (we have tried this) but will go the minute we leave the house.

Anybody have any ideas?

We have tried the small amounts of time and he does really well up to 4 hours. After that, i am not sure if he gets mad, bored, or is just a little pain, bit that is when he goes.

We thought that maybe he could not hold and have tried having our neighbor let him out earlier, but no matter when they come over, there is a mess waiting. If she comes at 2:30 pm, he will go earlier. It is almost as if he adjusts and goes no matter when.

Can you describe this wrap and let me know where i could try this.

Does he have any other unwanted behaviors when you're not home? Panting? Pacing? Barking/whining? Unable to relax? Tearing up his bedding/toys? Chewing the crate? Trying to break out?

A wire crate or plastic pet carrier can be a helpful tool for housebreaking your puppy and keeping him out of mischief when you're gone for short periods. Start some degree of housebreaking as soon as you bring your new puppy home. Accustom your puppy to the crate or carrier a bit at a time by placing small pieces of dog biscuits inside as a lure. Put your puppy in the crate between play and outside activities at least for the first three to four weeks when you're too busy to watch his every move or when you're not home. Get your puppy onto a feeding and elimination schedule and take her outside at least once every couple of hours, working up to once every four hours. Keep the crate or carrier in the room with the most family activity during the day and by your bed at night so you'll know when your puppy needs to go outside. If your puppy has a collar, remove it before placing her in the crate so there won't be any danger of the collar hanging up on something, causing your puppy to choke. Don't crate puppies that are less than nine weeks old because they need to eliminate eight to 10 times a day or more and can't hold it in like older puppies can. They can be safe, comforting places for tired or anxious pups.

http://www.ehow.com/how_2211042_use-crate-training-housebreak-puppy.html

Another cut and paste job by Plymouth2009.

He has no problem being in his cage. He is not uncomfortable in his cage. He goes in it on his own and sleeps there at night.

He does have some other unwanted behaviors while we are gone, but i can only tell you the behaviors we see when we return. He does chew anything he can. We tried using "pee pads" to give him some place to pee when we thought he might not be able to hold it, but he just destoyed those.

He is gettting nuetered tomorrow and we hope that may have some affect. If not, i am not sure what we can do. We will probably try the male wrap next, but am afraid he will try to destroy that as well.

We are now on our last ditch effort. We got the suggestion to buy a small travel carrier that he can lie down and move around, but will not be tall enough to stand in. He must hold it if he can't lift his leg to pee out, becuase i don't think he will pee in the cage and on himself. Plus, he just got neutered.

If this does now work over the next 3 weeks, we will find another home for the dog. Me and my wife are both learning to dislike this dog and our son now looks at him negatively because he urinated over all of his cars last night. It took my wife 2 hours to clean all of them and we had to throw the container out.

I am taking that as an act of attitude and not a "mistake." The dog chose where to pee and new where he was going. Otherwise, he would have gone in the same "mistake" spot he made when he was a puppy.

Hoping that treating the dog like a new puppy again, praising ridiculously every time he goes outside and never letting him leave our site, will turn his attitude around.