Don't most companies that have access to your data have the ability to screen it (at least theoretically, if not practically.) E.g., Google for Gmail, Microsoft for Outlook etc.
I think something like this would be a huge improvement on the current system. I could also see 3 month alternations between school and work - so that the learning is more closely tied to the real world. (Even if many of the classes, e.g., philosophy, sociology, may not be directly applicable.)
I've found acroyoga or other variants of partner acrobatics amongst the easiest activities to get into a flow state. I think it's because there is lot of novelty, a high-perception of risk (although is actually quite safe), and a high requirement for coordination. I would describe it as literally forcing you into the moment. Whereas when I run, practice yoga, lift weights etc., my mind is elsewhere.