Premier Manager

There is no definite way you can guarantee this trophy will unlock upon completion of a season. If you are utilising the save/reload method to win Domestic and European Cups, you should be in with a decent shout. Another way to increase the odds of you picking up this trophy is to keep an eye on who is winning most of the player of the month awards, and signing them in the mid year transfer window. Have them play a decent part of the rest of the season and this should increase your chances too. I used this method with Michael Ballack. As said in the Road Map, if this is still eluding you by season 3, dedicate season 4 to going unbeaten in all competitions all year. A combination of the above all put together in tandem for the 4th season should work it out.