I found an interesting issue with dialog resizing. Basically you can always resize dialog up/down and left/right, but there are some specific cases where you can't resize up/down anymore.
Here's the replicated issue where you can follow me along:
So I have grid in my dialog and I can resize dialog correctly if I do not implement edit settings and/or column chooser
But the magic starts to happen when I implement edit settings and/or column chooser. After adding those two parameters the grid won't let you resize dialog in UP and DOWN way, all works with LEFT and RIGHT: