User blog comment:Crazybone5000/Boot Order/@comment-26485526-20151028201115

For Montserrat, I started off by giving myself a vague idea of who I want to go far as well as what their role may be in the game (challenge beast, strategic beast, spoiled princess, etc.) I then go through the season from the beginning and develop a vague storyline as I determine the boot order (make sure you take into account if/when you want your tribe switches).

When it comes to a tribe switch for me, I literally give the remaining castaways a number and use a randomizer to determine the new tribe. For me at least, that makes it easier to see who will remain tight with who, and who may flip instead of organizing the castaways myself into new tribes.

Once the merge comes, I do the same thing, create a vague storyline and order the castaways until I get to the winner.

Obviously once you start to put in more detail, you may want to tweak the boot order a little, but for me, doing this makes planning the season so much easier.