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Posted
We've had some breaches in our school lately with staff sending emails using CC instead of BCC and also disclosing personal data unauthorised in attachments. Doh! I found this great bit of software that pop ups when sending external emails and prompts staff if they are sure they want to send the email, double checks if they want to use CC instead of BCC, prompts if the email needs to be encrypted and performs DLP too. It's - http://www.safesendsoftware.com BUT they won't sell it to me as we are asking for too low a licence count, I just needed 75 for our outlook clients. Does anyone know of any other software that does something similar?
Posted
And if won't work if you users use webmail, smartphones, etc. Whats your email system, office365 has reasonable DLP build in, plus you can add your own transport rules to do some bespoke things, and you can popup little tooltips in outlook based on sensitive data.
Posted

Could you not start off with something simple and free - and should that fail, then look at paid-for solutions?

 

Connect to your Office 365 via PowerShell and enable mailtips that only display when you're e-mailing someone outside of your school.

 

Set-OrganizationConfig -MailTipsExternalRecipientsTipsEnabled $true

 

 

You could also extend upon that with this guide: https://blogs.perficient.com/2016/04/04/office-365-providing-your-users-visual-cues-about-email-safety/

Posted
thanks for the tips, I already have mail tips enabled and have added a delay rule too but our head wants something to pop up on clicking send. If there's nothing else I can do some of it with a bit of VB code..

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