We have a project to make a graphical tool which allows salespersons to send an email with an attached PDF document. We are in testing and although the tool seems to work we have the problem of not looking like spam/phish etc etc. I have tried numerous tricks to avoid being classified as spam, but so far nothing seems to work.

At present I have reduced the email to a textual format with an embedded textual link. So the email looks like

Your XXXX Document,

Thank you for your inquiry. below is a link to the brochures as requested, in 
Adobe Acrobat format.

It includes the YYY Airport Hotel and other information which may be useful. We 
thank you for your query.

Your XXXX Document may be found here

http://host/path/aaaaaa-hrcc-20071012113659-20zi0rfoknv6gdi1w4bls0psd0.pdf

XXXX Sales Team

It could be personalised a bit more, but is there anything at a system level that can be done to make emails less likely to be classified as spam? I assume that spammers try very hard and fail, so is this kind of email application effectively dead in the water before it starts?
--
Robin Becker
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