Take the 2-minute tour ×  The Massachusetts and Nevada PII laws
require all email with SSNs or other personally identifying
information to be encrypted (TLS or otherwise).  Of the free
email providers, GMail does support TLS but they also index the
message contents to provide contextual advertising through
AdSense.  If we were to recommend our clients of Hotmail
(doesn't support TLS) to use GMail, we also want to include
instructions on how to opt out of whatever indexing is done
within the GMail product.  What procedures need to be followed
to ensure that a GMail user's PII data is protected and not
published into any index?  share|improve this question Hotmail
supports SSL/TLS. Can you clarify what you mean? –  SteveS Oct
26 '11 at 18:39 Last time I checked a few months ago, Hotmail
didn't send me messages via TLS. I assumed this was
bidirectional in this case. I should check again. – 
makerofthings7 Oct 26 '11 at 19:02 It isn't clear which problem
you are trying to solve. –  curiousguy Oct 26 '11 at 22:15