Pepper never liked Obediah.
Of course, she would never tell Tony. The man was like a second father to her boss, and she certainly didn't want to take that away from him. It was just…
Sometimes Obediah would say something, or give her a certain look, or casually touch her elbow, and it was all she could do not to shudder in revulsion. Something about him, the hard, ruthless glint in his smile or the hungry, calculating look in his eyes made her wary.
She was probably overreacting. After all, Tony trusted him, and that was good enough for her.