I totally felt sympathy (maybe pity?) for her when she realized what was going on though. For a moment.

I don’t know about that.

While Kai Winn is really fun to hate and has a repulsive personality, on an objective level, she’s better than Dukat. All Kai Winn has to her name is 1 murder (maybe 1.5 if we count her making Bareil meaninglessly sacrifice himself), a failed assassination, some back alley political deals, and a school bombing that killed no one, which, while all horrible, is relatively tame compared to killing millions, sexually assaulting dozens, and running a suicide cult.

Also, while I wouldn’t call Kai Winn humble, she’s much less narcissistic than Dukat. She seems to express a genuine sense of insecurity throughout the series that, while not altruistic, is not expressed (though certainly felt internally) by Dukat. Winn is like, “Why am I not enough for power?” while Dukat is like “I deserve power and someone is cheating me of it.”

Also, when she kills Solbor, she seems to feel a genuine remorse, while Dukat tends to justify his murders.

He even boosted the rations for the Bajorians from starvation to malnourishment! How can anyone even think he was bad?

He also actually loved his comfort women and treated them well, unlike the others.

Gul Dukat got what he deserved.