Kirk died as he lived, preaching hate.

There was the last moment redemption in Anakin’s case though.

Also Kai Winn in Deep Space Nine. Her case is very interesting, some argue she needed to walk her dark path so she would be where the prophets needed her to be at the end (before her sacrifice).
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But for Anakin and Kai Winn, they did turn away from their dark and evil paths at the end. And sacrificed themselves to save another (but YMMV for Winn’s motives why).

Can anything be enough?

So “an attempt was made” to redeem them. Kirk, nothing at all redeems his awful life of spreading hate.
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