I've just gotten back into TEW for the first time since 2013 and I'm generally enjoying it so far, but I'm noticing the staff portion of the game and their roles appear to be pretty limited unless I'm missing something.
Having played the Football Manager series, they recently revamped a lot of the staff so everything is more categorized rather than being lumped under one label of Road Agent, and each staff member has specific attributes they will need to excel in that role. It's something that can really help add to the immersion as you're basically putting your own team together, and each role counts.
A few roles to consider in TEW for example:
Trainers
The Head Trainer will meet with you every month to provide feedback collected by all trainers on trainees/graduates, your best developmental prospects, in addition to needing specific attributes in order to teach them psychology, promos, selling etc. Who is ready for a call-up to the main roster? How is a worker recovering from injury coping with training?
Talent Relations
This would basically be your scouting department. They're watching your company, they're watching the developmental territory, they're watching other companies, and they're watching free agents. They're then compiling reports to present to you during monthly meetings. They're making suggestions on who could/should be recruited or who could/should be cut from the roster, and will begin negotiating with incoming talents after you give them the green light (should you trust their judgement). You would still have the final say on signing/releasing the talent or not but I feel it could serve as a useful tool to have Talent Relations in place with the option of how important their role is.
Road Agents/Producers
Pretty much what we have now, but maybe this could branch out so that there are certain agents who work better as creative backstage producers for promos and cinematic vignettes etc, while others are more in their element when it comes to overseeing matches with a good eye for psychology. Traits such as work ethic, creativity, psychology, man-management skills, and passing on their knowledge to others could all play big roles on either path.
Writers & Bookers
This would probably be most logical to apply to larger scale companies as we do a lot of the booking ourselves. However if we have multiple brands or shows, whether it be developmental or a 'B show' on the main roster, we may want to assign a show to another writer/booker to ease the load on ourselves. Maybe they could even collaborate with you on the shows you're booking and offer advice or counter ideas, based on ratings, a person's character or where the storyline is going. On the other side of the coin, we could relay to them what we would like to see be the focus on a particular show they're putting together.
Medical Staff
The better the medical staff you hire, the sooner a worker may be able to come back from injury, and the less chance there would be of setbacks during the worker's recovery. With the nature of the game, injury misdiagnosis could be an issue that creeps into play depending on a medical worker's attributes, as well as them giving you the right or wrong kind of feedback on when workers will be ready to return.
For all I know a lot of this could be in here and I just haven't seen it yet (I'm still kinda getting used to everything again), but if not then it may be something to consider for that extra layer of realism.