Virtua Tennis 2009
50 Achievements
1000
Xbox 360
Training to win
Clear a level 8 training game in the World Tour
20
How to unlock the Training to win achievement in Virtua Tennis 2009 - Definitive Guide
This is definitely easiest to do on shopping dash. It might take a few tries on the upper levels but keep trying and you will get it eventually
Difficult and time consuming (actually getting to level 8, let alone completing the minigame). I think the easiest is either 'Shopping Dash' or 'Zoo Feeder'.