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Wrong! Derkeethus has the dialogue to become a steward, the Creation Kit proved that for me (when filtering the dialogue to show only the MaleArgonian dialogue, the option to become a steward was on the list). In other words, there's some sort of glitch that stoppong Derkeethus from being elgible to become a steward. Then again, he's already glitched in other ways (when married, he returns home to Darkwater Crossing, plus he was accidentally left as an essential character).