Sorry, I know that wasn't very helpful. I love undercover RP, and there are some guilds on Starsider that never knew that it was me they were talking to. The problem with RP spywork is that everybody can see your character's name over their head, and even if they try to ignore it, it will still affect their behavior. Then there's all the people that just automatically know that you are that one rebel spy, despite the fact that you are a different height, weight, face structure, skintone, tatoos and/or hair, AND now talk (type) with an accent.
That's why, IF I make a spy, then it is actually the same height, weight and face structure of one of my other characters, but is never, ever online when that other toon is. They are a different color, background, accent, clothes, and especially NAME.
Actually, I spent about 6 months playing a spy within my own guild, the only one who know that this was my second toon was the guild leader, the ONLY thing that gave me away was when a couple of guildies were going through some guild event screenshots and realized that they never saw Clark Kent and Superman in the same room together (so to speak)
But, sorry, to make a long story short, my opinion of spy RP is that you need A) a person to report to, B ) someone to spy on, and C) people who are willing to be spied on, after they find out that you already have.
It's some of the most fun, fear inducing, and creative things you can do, but as for what you are talking about, I suggest that you first make a character that sells information. I also remind you that spy RP takes so much longer than any other kind to establish. I know a guy that literally spent two real life years standing in a corner of Mos Eisley and hiring people to find out things for him. He became one of the most ICly feared people on the server... before he had to quit because the BBC hired him as a writer. Which just goes to show that RP will definitely help you in your career.