No, he does not believe he can win.
However, he does NOT want to perish (and lose) alone.
Hell was prepared for the devil and his angels (not man).
Man will only go there by rejecting grace (therefore God does not determine someone’s eventual abode, but the free will of man determines his fate).
PREACH IT. TOO many blame God for what satan does. How is that for deception straight from the pit. Shows how they don’t know GOD.
“Then I will tell them plainly, ‘I never knew you. Away from me, you evildoers!’ Matt 7:23
Isa 14:12-15
(12) How art thou fallen from heaven, O Lucifer, son of the morning! how art thou cut down to the ground, which didst weaken the nations!
(13) For thou hast said in thine heart, I will ascend into heaven, I will exalt my throne above the stars of God: I will sit also upon the mount of the congregation, in the sides of the north:
(14) I will ascend above the heights of the clouds; I will be like the most High.
(15) Yet thou shalt be brought down to hell, to the sides of the pit.
Yes, the very first sin of Lucifer, in which he became Ha Satan is recorded as the sin of arrogance.
It isn’t the case he believes he can win. It is the case he believes he will make himself as the most High. Winning really doesn’t have anything to do with it.
The human race is created in the angelic conflict as witnesses in Satan’s appeal trial.
What all Creation will come to grasp without equivocation is that God’s decision in eternity past to condemn the fallen angels is just.
It is not the case that they can simple live parallel lives without bothering anybody. They will by their nature attack everything righteous and will attempt to even remove believers, who have been bought with a price, from the love of God.