InBoil is right that this is the most difficult of all issues, and the only answer that will ever satisfy you will come from within.
I lost a really good friend to leukemia this past year, and I found myself asking all the same questions, feeling the same kind of sadness, frustration, regret, anger, and bewilderment that I see in your post. The fact that I was in my third year of rabbinical school, and am supposed to be learning what to say to people in moments of crisis and tragedy, made little difference. I had to find answers my own way, and what I eventually came to would probably not satisfy others-- nor would I say there is any "more objective" answer out there.
You just have to stick to learning and seeking for answers, and trust that things can't always suck....
__________________
Dull sublunary lovers love,
Whose soul is sense, cannot admit
Absence, because it doth remove
That thing which elemented it.
(From "A Valediction: Forbidding Mourning" by John Donne)
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