As of now, the way it works is that any time you choose a potential tech to fill an open slot the teams are listed in the order that they would complete the tech shortest to longest. The list changes if you change the tech. It also accounts for newly acquired teams like if tech team takeover is activated. As for the difficulty, can't you tell that by looking at the tech? Sometimes it is close like skill 5 with all matches vs skill 7 with only 2 or 3 matches against a level 8 or 9 tech. That is where the sorting really helps. Jmo, ymmv SoL