horses for courses, to keep bonus max you only need use easy/very easy drills and to use the x2 twice, but for actually increasing the players skills, the better training tend to actually give a plus one more often, i tried counting up how many plus 1's you got for your greens by training the same players down to no condition once using highest drills and once using lowest, the total at the end wasnt much different, maybe even slightly more +1's using lower drills, but you have to factor in time and how much longer that takes, plus if you're only doing it out of a need to satisfy training requirements you might not get much from them couple of drills using lower skills. handily there are 6 medium training drills so thats another option also to use them 6 instead of highest or lowest :-) alternatively you can train each player to his specific needs if you really have plenty of time on your hands :-)