Biggest issue on a trip like that is planning, and keeping at the planning, planning was almost a full time job for several months. Some of the planning is easy to keep up on, but following through with some of it gets tedious (e.g., talk to biologists about hunting = easy, figgure out what gear to buy to fish for pink salmon = fun, figgure out what days to rent sat phone for and from whom = boring and work). Just keeping on it is important. To do a long trip, you research a lot more than you can actually do, so a lot of work ends up wasted. I do most of the planning and fuggure out the range and variety of things we can do and then Jen and I go through and figgure out exactly what things we want to do.