City, are you all okay?
You have two options:
1) Execute Jack. The clue of the day could be not the "Oscar" itself, or the "actors who received it," but the meaning of the Oscar as a significant award in cinema. And since the actor on Jack's avatar is a Merited Artist of Lithuania and the USSR, here is your parallel. (As I see it, this is a version that isn't too obvious, but also not completely absurd)
2) Find another interpretation of the Oscar clue, and then connect it to the clue from the first day + find an argument for the actions of the killer on the second night.
And stop engaging in all this nonsense if you don't want to lose. Even if Tox is 100% peaceful, that doesn't mean you should trust his wild plans.

Барон "Vampires"
Отдай свои прошлые сны,
В сомненьях себя обрети,
В бешеном танце душа кружится!
Не думай, что будет потом,
Здесь и сейчас мы живем,
Стань хоть на миг сам собой, слышишь!