Email images and signatures not displaying cross platform??

I have noticed something odd when emailing people who are using windows. For some reason, attachments and signatures that are images (.jpg files that WILL open in a browser on the PC) or PDF's do not show up in the body of the email I send to them. Yet they are using HTML email, and emails they send to ME do have images showing up correctly in both the body of the email and the signatures on my Mac. Is there something on my end that I need to do in the formating to make this cross platform? Has anyone else run into this?
I'm confused, I thought HTML was HTML....

Same here... in Outlook 2007 many times the Mac email signature ends up as an HTM attachment... Any news on this odd behavior!

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