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Gmail seems to prevent the sending of windows .EXE files as attachments. What's the easiest and most reliable way around this?

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6 Answers

up vote 21 down vote accepted

Rename your file to something like example.exe_ and try again.

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4  
Thanks. Just tried this and it works - for some reason, I thought that google scanner was smarter than that... – Roddy Jul 18 '10 at 22:14
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This didn't work for me. I expect the content detection is done by file header inspection instead. – William Jul 18 '10 at 22:15
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@Roddy, It just checks for the extension, or for common renames of the extension. If you zip the file it opens that and checks the extensions of the files it contains. – ChrisF Jul 18 '10 at 22:16
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@William are you sure you changed the file extension? – Lipis Jul 18 '10 at 22:19
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We usually use filename.exe.renamed that way you just tell them to remove the .renamed and it will start working again. Haven't had any problems with attachments being blocked using this scheme. – Greg Bray Jul 20 '10 at 21:23
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Easiest way to do it is, change the extension name from .EXE into some other like '.Exe11' and then attach it :)

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Changing file extension is OK as long as it is like *.zip1 or *.cnvrt. But, we should never change it to *.png or *.doc because the recipient might have known extension hidden (under Folder Options) and downloaded file will be associated with default application. If s/he is not a tech-savvy, you might have to put extra effort to tell the person to turn that setting off so that the file could be made viewable by intended application.

Cheers~

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Zip it up using Winrar or 7zip. Gmail understands .zip format but not .rar and .7z.

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Zip it up with a password (using, say, WinZip or 7Zip).

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If I remember right it won't work if it's a .zip file.. maybe with a .7z extension, but the other party should have 7-zip installed. – Lipis Jul 18 '10 at 22:10
You may find that it needs to be a password-protected zip file, so that the content scanning engine can't unpack it during processing. – William Jul 18 '10 at 22:12
Just tried it - it doesn't work. – Gelatin Jul 18 '10 at 22:14
@William: You don't need a ZIP's password to see the file names, only their contents. Edit: It works though. – Gelatin Jul 18 '10 at 22:15
and on the other hand.. it's kinda annoying in 2010 unzipping, entering the passwords, etc... – Lipis Jul 18 '10 at 22:17
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Most if not all of the methods for sending large files work for this as well, especially if the recipient is not too tech-savy, as it doesn't require renaming a file extension or downloading an alternate archive application.

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I was about to add that as an alternative, but it has it's own question/answer so this is more specific for executables via gmail. – Lipis Jul 18 '10 at 22:15

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