DW, you just said nobody wants to play them, so isn't a "blind draw" the fairest way? And if Resmondo has to play Nordkapp in the first round and lost? Let's see Resmondo reel off 8 or 9 in a row. They are the best, they should be able to do it (probability is they would). But make it a possibility.
Or should $5k insure you don't play Resmondo in game 1? And based on flights etc... Director could fill in game times after the draw. Should certain teams get preferential game times?