I thought the point was that he thought Raffi wouldn't risk her life for him. He went to her for help (and the help he asked for was information and the name of a pilot, let us recall, not to come with him) because he was confident she wouldn't drop everything and risk her life for his sake. He wanted a pilot with no personal loyalty to him, again, so that pilot wouldn't risk his life for the sake of Picard's personal quest (and a non-Starfleet pilot means no career to endanger). He went to the Qowat Milat for a champion, to be sure, but didn't expect to be assigned one he had a personal relationship with. He doesn't want anyone risking their life for his sake at all, and that is why he hasn't turned for help to anyone he thinks would do that. He isn't being an asshole asking this person to risk themselves for him instead of that one. He is trying to protect the people around him by surrounding himself with people who aren't personally loyal to him, in hopes that therefore they won't take unnecessary chances just for him.
Of course, it isn't working out that way, but that was the intent.