Pro Clubs is the online team play mode for using your Virtual Pro. You and your friends can create a team to use your Virtual Pros in and take on other Pro Clubs. Because you use a Virtual Pro in this mode, you will first need to create one, see 'In the Game' to learn how. Once you have made a Virtual Pro you are ready to create or join a Pro Club. To create a Pro Club go to the Main Menu -> VIRTUAL PRO -> PRO CLUBS -> CREATE A CLUB. Once you've made a Pro Club you can invite other people to it by going to your Player Hub (accessible in a number of ways including clicking the on your Pro Club's menu) then holding and scrolling to your address book. Once in your address book you can select a friend and choose 'Invite to Pro Club'. The invite recipiant can accept the invite by accessing his/her inbox in their Player Hub. There are a few other ways to have people join a Pro Club but this is the standard and most simple way. Once someone has joined a Pro Club they can access the Pro Club's menu by going to the Main Menu -> VIRTUAL PRO -> PRO CLUBS. A Pro Club can play a match by going to the Club's menu then choosing 'Play a Match'. A minimum of 2 players are required to play a Pro Club match so you can not play a Pro Clubs match by yourself. If you need people to join your club or if you need someone else's club to join then you can find help on this thread.
To win the Cup you must play Pro Club Cup matches. To play one of these matches go to your Pro Club's menu then choose 'Play a Match'. As the captain you can select the match type, League, Cup or Practice by pressing . You will want to choose a Cup match and you can start the match search by pressing once you've confirmed your search criteria. For new, lowly-ranked Pro Clubs, there are only 3 rounds, starting from the Quarter-Final. There is only 1 leg per round and if a match is tied after 90 minutes then it will go to extra-time and then penalties if it's still tied after extra-time. You advance rounds by winning matches and if you win the final then the achievement is yours. Unfortunately early reports have suggested that if you win the Final on penalties then the achievement will not unlock.
This achievement requires Xbox LIVE Gold and an "Online Pass" or the use of your 7 day Online Pass free-trial.