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Re:DeepBreath: Preventing angry emails with machine learning by tyingq on Friday April 14, 2017 @01:43PM (#14115842)
Gmail does this already. Try and attach a Windows exe to an email. I have valid reasons to want to do that, but have to find workarounds.

It seems happy with uploading the same file to Google drive and putting a link in the email. Though that doesn't solve my use case of sharing with Chinese Nationals who are blocked from those urls. I'm also not clear on how/why this is somehow more secure.

Re:DeepBreath: Preventing angry emails with machine learning by danieltillett on Friday April 14, 2017 @06:59PM (#14118055)
Can't you zip up the .exe in an encrypted form and send the password? This is better anyway since even if gmail let the .exe go out the spam filter at the other end is likely to strip the .exe anyway.
Re:DeepBreath: Preventing angry emails with machine learning by ComputerGuru on Friday April 14, 2017 @07:22PM (#14118193)
Nope. Zip archives do not password protect the index. This trick used to work, but not any more.

RAR files used to get through, but now Gmail detects them as well. I think even 7z.

Re:DeepBreath: Preventing angry emails with machine learning by tyingq on Friday April 14, 2017 @08:08PM (#14118476)
They've gotten very clever about workarounds.

See: http://imgur.com/a/y4Lxz

Tried tar, gzip, even uuencode. Then taking "exe" out of the file name with the uuencoded version.

Edit: Shell archive works! apt-get install sharutils;shar file.exe > file.exe.shar

Re:DeepBreath: Preventing angry emails with machine learning by danieltillett on Saturday April 15, 2017 @03:28AM (#14119772)
Very nice to know - I wonder how long this workaround will last.

Have you tried the -mhe option in 7zip?

Re:DeepBreath: Preventing angry emails with machine learning by taberiand on Saturday April 15, 2017 @12:08AM (#14119340)
Now to just get the recipient to use your chosen format...
Re:DeepBreath: Preventing angry emails with machine learning by danieltillett on Saturday April 15, 2017 @03:26AM (#14119766)
Just email them sharutils for windows [1] :)

1.http://gnuwin32.sourceforge.net/packages/sharutils.htm

Re:DeepBreath: Preventing angry emails with machine learning by tyingq on Saturday April 15, 2017 @01:05AM (#14119484)
Shell archive is self extracting, though not on the desired OS :)