Cost - If you can't afford it, don't do it.
Customs/weather/fuel/flight planning - You can get any of the major FBOs or someone like Universal to do this for you within 48hrs.
Maintenance - Get Austin Jet to bring the bird up on its latest 100hr check. The 206 is about as reliable as they get and there are plenty of Bell stations along the way should anything crop up!
Monumental - Not really. I'd stick in a King 2 axis a/p to ease the burden of holding the pole all day, take a digital camera, a gorgeous looking girl, select a few great places to overnight and enjoy the ride!
HM