I envision Gwendolyn as the sort of charismatic leader who clearly cares about her people, and earns their devout respect (and even more - I’d guess that Saxon is hardly the only member of the guard to have admired her from afar). Rather than attempting to strictly micromanage the Terrirtories (a task that is not only outside her jurisdiction but also impossible) she tries to match each challenge with the subordinate most suited to overcoming it, and then trusts them to accomplish their mission as they see fit.
When Gwendolyn assigns a mission to a patrol, I have her say a word to each member, referencing the previous mission they were in, or if they are new characters, the backstory they developed in character creation. Maybe she’ll congratulate them on a job well done, or offer a word of warning, or simply ask how their family is doing. It’s a quick, easy way to draw the players into the world and make them feel like their characters have place in the world beyond the confines of the game session.