Howard's used to resentment. He can practically taste it radiating off the guard. It's familiar. Hardly anyone ever really wants him around.

Resentment is good.

"Whats out of view of the building? Can people see me from in there?" he asks, feigning alarm. "What are your orders, sir? If I know what they are, I can work my hardest to comply and make your life a hell of a lot easier. I'll stop asking questions, promise."

Laying it on a bit thick, probably. He pulls some money out of his pocket and heads towards a nearby store, figuring if he keeps doing stuff, he might be able to keep the guard from thinking too hard on anything.