Gamer has been removed
The quickest way that I found to do this was to select "local play" from the main menu.
Once in the local play game, play any word as your main profile, when play passes to the second "local user", simply hit resign in the bottom right hand corner, gifting your main profile a win.
Simply repeat this process another four times for the achievement.
Note - If the achievement doesn't pop after your fifth "win", close the game, re-open it and the achievement should pop.