Life tip: never send nudes or any private information to anyone you don't completely trust, regardless of the privacy features the communication medium offers, as there's always an easy workaround.
Data can leak in multitude of ways, earned trust can be broken, etc..
That's obviously the safest option, but sending and receiving nudes is an activity many sexually active people find arousing.
Not having sex is also the safest option to preventing pregnancies and STDs, but people still engage in it with protections that are not 100% guarantee simply because it's an activity that most people need.
My conclusion and I think everyone elses too at that project was that despite the fact that Microsofts offering (Azure Information Protection, but not the the Sharepoint part of it) was almost brilliant it only solves involuntary leaks:
- people forgetting to lock their machines,
- forgetting that something is internal
- etc
If someone wants to leak information they can always take a photo of it.
As someone who has had colleagues send screenshots of sensistive details, taking the effort to reply on BCC-ed mails and more and who has also managed to do a few things of my own I welcome this.