You definently have to use a dirtsurfer with a kite it allows you to go upwind and hold down your edge because its a thinner board. We've reached speeds of 30-40 miles on a dirtsurfer with a kite.
A dirtsurfer has the ability to boost so big and do tricks like candlesticks, double backflips and one-footers
Plus the decks flex which allows you to hold in you edge more for max boost. It doesn't really take that long to get started on a dirtsurfer with a kite just practice going down hills.
Check out the site http://www.dirtsurfer.com