This is the first of the online ranking achievements you'll earn, once you've completed your first ranked match you're automatically ranked at "Novice", so you don't to win for this specific achievement.
From here you'll rank to; Grade `ROUNDER' in WarTech: Senko no Ronde
and then Grade `HI-ROUNDER' in WarTech: Senko no Ronde
, for both of those ranks you'll need to win your matches in order to earn ranking points.
This game is relatively dead online so you may want to try and find a boosting partner, you can create a gaming session here; http://bit.ly/fVE50J
, this will alert all the people listed as wanting to boost on the site.
As I already stated, for this achievement it doesn't matter if you win or lose so I won't explain the boosting method commonly used here, if you decide to go after all the achievements in this game check the links I supplied for the higher ranks, the methods are posted as solutions there.