Gollum should not deserve a second chance.
This is why
reason1:He killed many hobbits he also tried to kill bilbo and he has a weird personality and he is animal type he used to be a hobbit then he killed his friend for a ring.
Reason2:He has a weird obsession over rings if you steal his ring he will come after you and try to kill you so he is not trustworthy you can not trust him and claws around like he is like a 4 legged animal that is looking for its prey
Reason :3 he is very erratic and looks like a killer he also does not have patience. Also if you don’t want to play with him he is try to kill you.
So these are the 3 reasons why I think he doesn’t deserve a second chance