http://buckeygirl80.blogspot.com/p/intro-and-rules.html
One of the wishacy rules there states:
• The only daily action you may direct them to do without needing a wish is going to work/school. While on the job, you may choose any 'tone' you like for them to work under while they are there. If you have Ambitions, while on the job, you may direct your Sims to do whatever they need to do work for the day. But socially interacting with clients on the job can only be done if they wish for it.
So yes. And in time, your Sim will begin to roll wishes related to the investigator career, like solve case, conduct stakeout, snoop for clues, etc.