I think it would be much more painful for satan to have to sit at God's right hand and watch all that he built destroyed in the blink of an eye. And then continue to have to sit there next to his Father until such time as God wills he might again be free to make poor choices and lead others off cliffs.
After all, satan is just another one of God's children, like the rest of us and all the hosts of angels, too.
All are created equal, with certain unalienable rights…
God's will in all things.