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Does Webroot block e-mail sent PDF ?
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"We don't do email scanning as part of our AV protection.  Webroot's approach is to catch the malicious software at the time it tries to execute, rather than trying to catch it in transit."

https://community.webroot.com/t5/Webroot-SecureAnywhere-Complete/Does-SecureAnywhere-Complete-protect-my-e-mail-traffic/m-p/101578#M6774

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