Parkour enthusiasts learn to become very familiar with their personal space and how they move while performing a stunt, so holding a pose should come easy to them when they're standing still.
However, striking a pose while jumping is another matter entirely, and perfectly holding that pose so you can jump through a board with a shape or a posed silhouette cut out is seemingly impossible.
But The Dudesons never say never and they love a physical challenge, especially when it involves one-upping each other on video.