So I know Delvin randomly assigns people and items to pickpocket when asking for a fishing job and I got assigned Ogmund and I have to pickpocket his amethyst. Now all Ogmund does is stand in a corner and play music in a bar. This means someone is watching him and that means I can not pickpocket him without being noticed. I tried just trying to get the amethyst even if I got caught but I can not as he stops me when I try to get the amethyst.

Is this a bug or is there something I am missing?

bump. anyone got any tips to fix this problem?

you can go back to delvin and cancel this job, if will fail, and then you can take another one

There are one or two fishing jobs that are exceptionally (and perhaps unintentionally) difficult, or perhaps only possible with certain perks, invisibility, or insane bonuses. One of the companion fishing marks was a necklace that was permanently 0% to steal - even when he was asleep and you were undetected in stealth.

So, like a previous poster said - just return to Delvin and tell him you don't want the job and pick another. I wish other quest givers were so easy to fix! (cough, "striking the heart", when it randomly picks a place you've already cleared, cough).