So really Facebook is pretty reasonable.
In the end I had to throw it up on the web with a strong password.
Not sure if they the prior attempt unpassworded set a flat for the subsequent attempt but Google though is almost superhuman when it comes to blocking malicious stuff I do wonder what the false positive rate is like.
Format like 7z works well for this purpose as it has an option to encrypt header info.
So much for emailing a draft of a web application to a colleague.
https://support.google.com/mail/answer/6590?hl=en
To protect you against potential viruses and harmful software, Gmail doesn't allow you to attach certain types of files, including:
> Certain file types (listed below), including their compressed form (like .gz or .bz2 files) or when found within archives (like .zip or .tgz files)
> Documents with malicious macros
> Archives whose listed file content is password protected
> Password protected archives whose content is an archive
File types you can't include as attachments:
.ADE, .ADP, .BAT, .CHM, .CMD, .COM, .CPL, .EXE, .HTA, .INS, .ISP, .JAR, .JS (NEW), .JSE, .LIB, .LNK, .MDE, .MSC, .MSI, .MSP, .MST, .NSH .PIF, .SCR, .SCT, .SHB, .SYS, .VB, .VBE, .VBS, .VXD, .WSC, .WSF, .WSH
Shall we try stenography next?