Make him work retail like the rest of us civilians.
When was the last time that anybody in this family did actual detective work, for that matter.Thing is though, when is the last time Batman did some actual detective work?
Why not just make him a Wayne Corp Vice President of something? He could do as much or as little as his heroics permit, he'd make a fantastic Public Relations poster boy and spokesman for Wayne Corp, and it'd be "keeping it in the family."
He doesn't really like taking money from Bruce. So I don't think he would want to work in his company either in some capacity.
The only members of the family I see involved with Wayne Enterprises are Tim and Damian.
Of course he doesn't like taking money from Bruce. But if you put him in front of a camera for a few minutes every once in a blue moon, the good PR he would generate with his looks and charisma would make him worth his weight in platinum to the company. He doesn't have to be particularly interested in The Company--Bruce himself certainly isn't--but it is a means to an end. Why not look out for the source of the money that buys the toys and opportunities to fight crime with? I don't feel a holy calling to go to work at my job every day, but it supports me and my family.
You guys will never agree on a normal job. And plus Dick doing anything with Wayne company just ties him more to Batman and less of his own man. But that's just my opinion. I say Spy as his part-time gig, but vigilante as his full-time job. And that leaves his civilian life as just down time. I just want Dick to be the go to spy guy again! Build the spy corner of the DCU around him . We never got what Tim & Tom promised!