Contender

Dueler's Guild Master of Duels Meta and Achievements
Rewarding Title: Contender

Your First Duel: The First Rule of Dueler's Guild
Your First Win: Trial by Combat

Slugfest - ([spell=277789] x5)

Contender - ([spell=277789] x25)

Dueling Master - ([spell=277789] x50)
- Reward: [item=163055]

Prize Fighter Win 3 Duels without leaving

Thirty Six and Two Defeat each class in a Duel

Your best option for this is to win 2, lose 2, win 2, lose 2

So basically you skip the 3rd win so you don't reset the fight at the top.

Original Blizz Post:
With the introduction of the Dueler’s Guild in Battle for Azeroth, we’re kicking the experience of the simple duel up a notch. Get ready to put your skills to the test against fellow duelists from your own faction, earning a few achievements, a title, a tabard, and (of course) bragging rights along the way.

Players at level 120 who have War Mode enabled will be able to queue for a Dueler’s Guild battle at the Bouncers (Alliance) or Troll Guards (Horde) in the War Headquarters for their faction, located in Boralus and Zuldazar respectively. Each headquarters is indicated on the map (M) with the Alliance symbol or the Horde symbol. (This is also where you’ll collect your War Chest for your efforts in certain PvP activities during the week.) Once you’ve queued, a buff will be placed on you showing your place in the queue.

Who:
- lvl 120 Players who have War Mode enabled

Where:
- Alliance – [zone=9279], Boralus
- Horde – The [zone=9992], Zuldazar

Once in the queue, you can move around the area around the War Headquarters a little—just don’t go too far, or you could lose your spot in the queue. But you can still observe the duelists in action. Speak to [npc=139182] in The Mugambala if you’re Horde or to [npc=143847] if you’re Alliance to spectate and keep an eye on all the carnage while you wait.

Once it’s your turn to battle, you’ll need to beat three opponents consecutively to earn the achievement Prize Fighter. Completing this achievement along with Dueling Master and Thirty Six and Two will award the achievement Master of Duels and the title of [title=633].

You’ll be able to buff (and get buffs) to prepare for your matches before you begin your duel, but it’s important to note that cooldowns will NOT refresh with each opponent you face. When you win a match, you’ll only have a short period of time before you face your next opponent. After you’ve defeated three opponents, you’ll be removed from the dueling arena for the next contenders to take center stage.