If I send an email on my work computer through Hotmail, will it be
picked up on the server that has been set up in the office to hold all
emails sent through on our "actual office computer emails' via a paying
service provider?
In other words can the email I've sent be read afterwards on the
office server or at the office's service provider if it has been sent
through Hotmail?
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The specific answer to the specific question you're asking is:
No.
But that doesn't mean your email couldn't be read by your company in
other ways.
In which case the answer the question you're really asking
is: yes, they might be able to read the mail you sent.
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Can my company read the email I send via Hotmail on my work computer?
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Source: Can my company read the email I send via Hotmail on my work computer?
