I always thought it was a bit odd that they made Koloth a stoic swordsman on DS9 when he came off a bit sleezy on TOS. Guess things change over 100 years.
As for Kirk, I think there is no way to write a good death scene for the character. You can make it as heroic as possible and it will be fine. But it won’t feel right because Kirk is one of those characters that you expect to find a way to survive, to cheat death. So it will get written off as “he fell off a bridge” or “yeah, some jerk shot him in the back”. Even dying in battle on the bridge of the Enterprise (ala Picard in Yesterdays Enterprise)…eh…maybe more fitting but still….
That’s why I’ve always thought his fate should have been left ambiguous. The final word on the character should have been his log entry at the end of TUC.