1. Supervisors are already by definition "superior" than their subordinates.
2. Supervisors on factories already wear distinctive clothing - especially in fully automated factories.
Finally, you have yet to propose a solution to the problem yourself that would be highly accurate and easy to train. You vastly underestimate the difficulty to create a bespoke solution from scratch and no data.
In any case since the supervisor thing was just an example - the original poster's only real choice is to manually label everything, but AI is really problem centric so it's hard to recommend anything without knowing the actual problem. Assuming it really is just [someone in an area for a period of time] kind of problem, and the difficulty is picking apart the 'someone' and you cannot influence their behavior, you just need massive amounts of data. Even then there's no guarantee you'll have high accuracy.
If high accuracy is required the problem itself needs to be examined on a higher level.