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Originally Posted by zahram  Thanks for all the advice.
When someone other than me is on one though, its still rough. He starts barking when there is literally nothing in site and I can't hear anything and then minutes later I will see a skateboarder. He seems to have gotten better when they are across the street (barks a little but no lunging). When they are near him though its another story. Fresh raw beef won't even tempt him away.
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It seems everything is slowly getting better. I think increasing exposure to the skateboarders when they are across the street will help. So you never tried to roll around on a board in front of your dog? Reason why I'm asking is because I'm trying to figure out if your dog is focusing on the boards or the skateboarders. I betcha once your dog sees you on one, he'll be less frightened of the board itself. You don't have to be good on a board, but just roll around back and forth. Keep us updated with your situation!