MS Word: images and lists break paragraph formatting

I've set up styles so that my paragraphs under level 4 headings stick together. To this end, I've set "Widow/Orphan control", "Keep with next", and "Keep lines together" for both the 4th heading style and the Normal text style, which follows 4th headings.
This works well, but when images and lists are present in the paragraphs, this breaks the rule and I get the heading separated from the paragraph and sometimes short lists are split across 2 pages.
Sorry I've had to blur text but I kept formatting on to help resolve this.

The image above shows the 4th level heading separated from the rest, which never happens when there is only text involved. The image is set to be aligned with text.

The image above shows a 3 item list split in the middle.
I've tried lots of things, including messing with 3rd level headings parameters but to no avail.

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MS Word: images and lists break paragraph formatting

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