Most Depressing DC Character

[Old Man Ollie 1962]

Hero or villain.

[Assam]

99% of DC's teens, kids and legacies.

Or did you mean IN-Universe?

EDIT: Actually, my answer works In-Universe too for the most part.

[Starter Set]

Hawkman, just leave the poor man alone until you FINALLY make up your mind about what version of him you should stick to you crazy writers.

Like for real, that's plain cruelty at this point.

[DragonsChi]

Raven. That girl is all doom and gloom being the daughter of a Demon.

[Lightning Rider]

Raven. That girl is all doom and gloom being the daughter of a Demon.

Pretty good pick.

[CryNotWolf]

Hawkman after he was resurrected in Johns' JSA. Basically over a decade of Carter being rejected by Hawkgirl and thinking about all he's lost throughout his many lives. Not to mention all that turmoil he got caught up in with Identity Crisis, watching his best friend Ray Palmer's life fall apart, the Rann/Thanagarian War nonsense, and him basically living with severe depression for a very long time. And then he really only gets Kendra to admit that she loves him a second before they are brutally murdered by his old friends Sue and Ralph.

Don't even get me started on the DCAU version.

[Frontier]

Hawkman after he was resurrected in Johns' JSA. Basically over a decade of Carter being rejected by Hawkgirl and thinking about all he's lost throughout his many lives. Not to mention all that turmoil he got caught up in with Identity Crisis, watching his best friend Ray Palmer's life fall apart, the Rann/Thanagarian War nonsense, and him basically living with severe depression for a very long time. And then he really only gets Kendra to admit that she loves him a second before they are brutally murdered by his old friends Sue and Ralph.

Don't even get me started on the DCAU version.

Then he gets Shiera back only for her to end up dissolving into dust thanks to the White Lantern being a jerk .

[Lightning Rider]

Hawkman after he was resurrected in Johns' JSA. Basically over a decade of Carter being rejected by Hawkgirl and thinking about all he's lost throughout his many lives. Not to mention all that turmoil he got caught up in with Identity Crisis, watching his best friend Ray Palmer's life fall apart, the Rann/Thanagarian War nonsense, and him basically living with severe depression for a very long time. And then he really only gets Kendra to admit that she loves him a second before they are brutally murdered by his old friends Sue and Ralph.

Don't even get me started on the DCAU version.

That is a pretty strong case. At least he was semi hooking up with Kendra during that period, no?