Hehe I don't know what his rollerblading skills are, but 40 dogs plus their owners on an offleash hike in the woods? Yup, it was a great time
Especially when they're all in a sit stay along the side of a path where 3-4 people decided to go by on their horses. Definitely a sight to see, it was so much fun!
Also note: In the City of Calgary, it's illegal to walk your dog using any wheeled item, including bikes, rollerblades, etc. I think the only exception may be a wheelchair, but I'm not sure about that one.