This was the toughest achievement of the game IMO. If create your own player, you won't be able to participate in the first Grand Slam of the season, so you won't be able to get this achievement until the second season. I would recommend starting a career with an existing player (Nadal for me). Change settings for all matches to 1 game, 1 set, and Rookie difficulty level. Immediately invite a doubles-partner (higher ranked the better). You can conceivably play only the four grand slam events for the season and "rest" for all other weeks. It takes approximately 10 mins to win a Grand Slam event, so should be able to get this achievement in less than an hour.
NOTE #1: Do not try to play singles and doubles in each Grand Slam tourney. It will deplete your stamina. I won all the Grand Slams in singles the first season and in doubles the second season.
NOTE: #2: If you find yourself down in the Doubles Match, immediately go to Xbox home, load another game, and then reload AO Tennis 2. It will bring you right back to the prior point serve. For example, in one match, I was down Love-40 and the other team got winning point. Before that winning point could save, I did that exit/reload, and it took me back to Love-40 and the serve. I was able to get back to deuce and win match by doing that.