Defeat Ash Anglers and Baby Anglers around the Shrine of High Castor. Then, talk to Salazar Conrad at the Cave of Altar. Use your quest tracker to see your progress.
Salazar Conrad: Er, three to nothing. I suppose it would be only Salazar Conrad: fair for me to start with a handicap. NakanoAzusa: Isn't it time accept your loss? Salazar Conrad: You fool - it was a warm up until now! The real round Salazar Conrad: starts from here. HiiragiKagami: Don't act like you weren't giving it your all! Salazar Conrad: I saw you fighting. You still have a long way to go! Salazar Conrad: You need to be merciless when going against monsters. Salazar Conrad: You need to inflict as much pain as possible when you Salazar Conrad: kill them. NakanoAzusa: No. It would be better to send them to the arms NakanoAzusa: of Aika with just one blow. Salazar Conrad: That's what makes you weak! I didn't hesitate for Salazar Conrad: a second when I killed those young anglers. I'd have Salazar Conrad: killed more than hundreds of them! NakanoAzusa: Hey, I did the same thing! Salazar Conrad: So! This round will be about who could be more Salazar Conrad: merciless! Let's kill baby anglers and ash anglers along Salazar Conrad: the way as well. If you hesitate for a second just because Salazar Conrad: they're cute, you'll be done! NakanoAzusa: They aren't small and cute... Salazar Conrad: Then let's get it started! I'm on my way now!
Reminder Dialog
Salazar Conrad: Haha! You always need to be ready. It's your fault Salazar Conrad: to have loosened up during a duel!