Go to the play tab> "kick off" tile> use the RS to slide the tile along to "Highlights of the Week".
Now hit A. This will then likely show you a list of teams In Form and those Out of Form.
Hit A again and you'll see 8 tiles with various "Matchday Challenges" and "Game of the Week" games to choose from.
Choose any "Game of the Week" and then choose whatever difficulty you wish to play on.
Amateur is obviously the easiest and can be used for this achievement.