Saint Peter

If a sinner found themselves in Heaven, should the angel conspire for salvation or for damnation and would the The Divine Comedy in reverse be a tragedy? But perhaps it wouldn’t make a difference. I wonder if there’s enough time in eternity for each sinner to know they deserve damnation, or else if there's enough time to doubt each sinner deserves damnation. If Saint Peter just gave you a big thumbs up and let you pick where you want to go, like a waterslide operator waving you through with a big smile and not a care in the world, would Hell be full or empty after eternity?