I see a lot of people and businesses out there, that just don't care about 
their own privacy.  They email passwords to each other, W2's with salary and 
social security information, photocopies of drivers' licenses and passports to 
be used by HR to complete I-9 forms...

As an IT person advising a business to be more responsible, what areas do you 
advocate securing most urgently?  IT admin credentials?  HR records?  Financial 
records?  Other stuff?  Simply everything, bar none?

Email is obviously a huge area of insecure information sharing.  Do you also 
see a lot of people storing information that should be secured in other 
non-private services like Dropbox, Google Drive, Box, etc?
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