Hey, Good choice of topic
I used to fear death a lot, hated it but i cant say I do anymore. I do sometimes fear the process of dying (atm i dont want it to be horrible such as fire etc) but not death itself. I dont usualy think about "is there isnt there" but on this occasion i will delve into it.
The way I would put it is like this, if there is oblivion at death so what. The very aspect of oblivion means there will be nothing, no pain or sadness or thoughts of "i dont like this" and if that truly is the way life ends then thats the only way it could ever have been and so it is perfectly natural. As Epicurus*, who was an annihilationist, said:
“Death does not concern us, because as long as we exist, death is not here. And when it does come, we no longer exist.”
He said to fear death itself is a misunderstanding since your fearing something that is nothing, it has nothing to give you to fear (since your not there) and you wont be conscious of it only the act of dying.
Now if there is "something", as long as i have lived this life well (and if the next life is affected by this one) then I shouldnt have anything to fear about it
So in essence, whatever the "outcome" there is nothing to fear either way, unless you turn away from wisdom and leave a cruel life, in which case if there is something then you might have something to slightly fear
Of course from a Dhammic POV this is all slightly bound up with "I", kinda feel the above quote could be adapted to Anatta "Death means nothing". Death is there when there is clinging to 5 khandas. No "I am" and there cannot be any problem with "death" (reguardless of any outcome)
It did take a while for my to overcome the fear though and to this I owe a lot to Buddha, Epicurus (and myself of course
). Its got to the point now where I feel quite comfortable discussing "my" own death, I even joke about it on occasion
*my favourite philosopher 2nd only to Buddha