It's best to pick a battle-oriented character for this, for instance Yuki or Tomomo. It is also advisable to play on a map with the Battlefield effect enabled to increase the frequency of hitting encounter tiles, or Miracle to temporarily increase the wins gained from encounter tiles - enabling both can cause overlap on some turns, which isn't bad.
This is perfectly doable in single-player, preferably on smaller maps like Practice Field so the chances of meeting and defeating other players is higher, but be wary about attempting it in multiplayer, as there is a stigma attached to continually going for win normas; since unlike stars, it's impossible to negate wins once they've been acquired. Because of this, often-times players will attempt to avoid your character, or continually assassinate you with hypers to keep you in recovery mode, unable to accumulate more wins or turn in normas.
If you have access to DLC7's Star Breaker, winning a game with her will automatically acquire this achievement, while also putting you close to Battle Master.