Annorax from the Voyager episode "Year of Hell" really sticks in my mind. A tragic character doing incredible amounts of damage repeatedly to save one person. This episode is probably my favorite from the series.
/c/StarTrek: Your safe harbored Spacedock in these Stellar Seas!
Fire up the inertial dampeners, retract all moorings and clear space dock. It's time to boldy go where no one has gone before!
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Most recently, Edward Larkin, from the Short Treks episode "The Trouble with Edward".