Transparency issue saving to .doc/docx

I received a DOCX file to fix it up for someone.

The problem is it gets up when I save it back to DOCX or DOC.  I have 2 transparent background images that overlap each other to solve a visual need.  The problem is half the time the images lose their transparent backgrounds and cover up the underlying text.

At this point, I can send the guy a PDF file instead of a MS file.  His office does not have the newer MS Office that can read .odt [even badly].

ALSO, if we can solve this, what do I need to do to embed the font[s] into the edible document[s]?

I had to use a narrow font to include all the information needed/wanted instead of the included "Calibri" font.  I used "Liberation San Narrow".  He is not allowed to install any fonts on his side.  I do not know what, if any, narrow fonts he has access to.  On my end, I just used what narrow font allowed all of the text to fit and still look good for the event flier. I have, sometimes, too many fonts to decide on, on my side of the editing.  I have over 400 .ttf and .otf files in my .font folder. I have thousands to choose from in my collection.

1. Condensing Fonts without installing a new font file:

You should be able to scale the width of text to achieve a similar fit,
that will survive transformation into MS Word. For every 10% reduction in
character width, you'll need to make a slight increase in character
spacing. That is in your paragraph style, set the character width to 80%,
and the character spacing to .1pt, and you should achieve a similar look
and fit with Calibri that you see with Liberation Condensed. You should
note that the appearance will vary quite a bit from screen to printer.
That is, this setting looks OK on my screen, but would probably look a bit
squashed on my printer. If your final intent is to print the document, you
should review the result carefully using the final printing method (output
to PDF, then printed on the final printing equipment) before deciding this
solution is usable.

2. Transparency

Consider breaking the image up, where the resulting pieces won't overlay
your text. That is, instead of leaving a border image with text appearing
inside it, place the border as multiple images, so that no text can "fall
behind" because the images never overlay. This will require exporting the
image and cutting it, or placing the image multiple times and cropping it.
If you go the route of cropping the image within LO Write/MS Word, the
resulting document gets large and lags performance.

#2
They are logo and a high def images that do not work well to break up and then realign them in some way to into a odd shaped space.  It would be very hard to cut up the images so their borders are wavy and curved to match the free spaces.

#1
With a "straight forward" transparency issue when saved to MSO formats, then I really do not know who it would work with character formatting to narrow a known font that works for both LibreOffice and MSO.

Yes, I forgot the line and character spacing options, but since I usually have a narrow version of a used font, it has not be needed for awhile. I will have to find out what fonts the various MS Windows have installed including the extras installed with MSO.  Then I may be able to find one of those in a narrow version.

Screen vs. printer, well I tend to print the PDF files.  The current printing menu within 6.3.x seems to look different than what I had in 5.x.x.  So, I loose the ease to access the needed printer options, like specialty paper types that my printer natively supports. Those printers are Canon 9220 and HP Officejet 7000.

This may or may not work.

You may want to look into creating a SVG incorporating underlying text with overlay images.

Suggest you look at Inkscape for creating a _plain_ (not Inkscape) SVG.  https://inkscape.org/

The problem is it gets up when I save it back to DOCX or DOC.  I have 2 transparent background images that overlap each other to solve a visual need.  The problem is half the time the images lose their transparent backgrounds and cover up the underlying text.

The problem is to make the document work in the MS Office Writer package by the user.

I wanted to give him the option to edit the text part of the flier instead of me doing the edits and then send back to him a PDF, the more edits.

If he could do the edits himself, it would be easier on both of us.  Time constraints can get into the way for the emailing back and forth for the needed edits. He needed the flier out in the next couple of days, to get the printer to have it ready in time to get it out for over a week before the event happens.

I cut my teeth with Corel Draw, but not have Inkscape on both my Ubuntu and Windows systems.  He would not have access to it.

If I cannot do it in LO, or do not know how, I switch to Inkscape and maybe GIMP.  As for plain SVG formats, I have no way to know if MSO can handle it the way I need it to be done.