Creating a PDF with Transparent Images

Hi,
Here is my problem:
I am using Acrobat 9. I design posters in another program. I print to PDF.
I design the poster and must put a logo in it with a transparent background. Note: If the poster background is white I never have any problems.
This poster has a pink background and hence I have to put the logo into the poster in a graphic type of gif or tiff or png to maintain transparency.
All is fine in my design program - transparency is fine etc.
I print to PDF (Acrobat 9.0) and the dreaded white box occurs. Note, I put an old version of the logo, one I cannot use, and it maintained its transparency fine. So this means that some gif files Acrobat 9.0 keeps transparency and some it does not.
So, in summary, I have tried all types of file formats gif, png, tiff and all types of programs to remove the logo background and save as one of the later formats and NONE maintain the transparency in the PDF output.
I have even tried saving the whole poster as a jpeg - but the quality was too poor to print.
I have used Word, Photoshop, MS Photodraw, Elements etc.
I have no idea why a gif I have from years ago works and one that I am creating now maintain their tranparency in the PDF.
I am under a deadline and am VERY worried this will not get done.
I am immensely grateful for any help - I have been at this for countless weeks and hours...
Thanks,
Elisabeth

I am using MS Publisher and even Word 2010 for poster design and have used multiple programs (and multiple formats that support transparency) for logo editing - removal of background - Photoshop, etc.
I place logos, both gifs, with transparent backgrounds in a document and print PDF and one or none will show transparency - it makes no sense at all.
Most of the time the background is a white block. It couldnt be more frustrating.
It is a simple document/poster with just a few words of text and a logo...
Are there settings in Acrobat 9.0 that need to be turned on that I am missing. I had no trouble with Acrobat 7 - it worked EVERY time.
I was on with tech support for 5 hrs and there was no knowledge of this - he just wanted to reinstall 7.0 which did not work.
Need ideas - overprinting is on. I noticed that flattening doesnt allow me to pick transparent objects - have no ideas if I am even on the right track.
Have read everything I can find online regarding Acrobat 9.0, PDF creation and transparent logo backgrounds.
Sooo grateful for any help!
Thanks,
Elisabeth

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