[wavefunction]

There are a few good ideas in here, but a lot of questionable ones.

For example:

Turn your content into marked lists rather than have a gap?

The list format is only really useful for indicating additional content if you're providing some sort of marking like 1/16, 2/16, etc. to indicate position relative to "the end." The whole thing about the visual gap is just as true with the gap between list items and other content formats.

[gojomo]

Maybe people habitually search for a stronger end-of-list indicator, once a list starts, \ like a larger gap or return to un-numbered wider-columned text... so simply using a list helps immunize against short breaks causing problems.

Also, perhaps you could decorate the bullets/numbers in some sort of boundary-escaping way that always helps hint there's a next item. (For example, using a diamond background where the top point always reaches to be alongside the previous item's body text.)

Of course, these theories/ideas would need testing.

[wavefunction]

Those are interesting suggestions. Cheers