That is great! When one of mine was younger, she had a skateboard-she got as far as Bailey, with trying-but I only have gravel-and didn't want to teach her to go out in the road-so she couldn't really get too far on the gravel. So then she chewed it! But at first, I drilled a little hole in the front of the board, and would hook a bungie on it so if she got on, I could pull it. I see Bailey gives up , once he can't move it. The pulling it might encourage him more......He looks like he likes the skateboard alot! He sure is a cute guy!!