Improving image alignment UX requires careful consideration of theme compatibility and user expectations.
The issue highlights a poor user experience with left/right-aligned images in the WordPress editor, where text does not flow around the image effectively. The proposed solutions involve either automatically resizing images or applying default CSS, but both approaches require careful handling to avoid unintended side effects and maintain theme flexibility. The main blocker is ensuring compatibility with various themes and user expectations.
tl;dr - If a user left- or right-aligns an image, the editor should assume they want text flowing around it. Therefore, the image needs to be significantly smaller than the content width.
One of the worst experiences of the editor, even going back to the Classic Editor, has be right- and left-aligned images.
In any situation using a large image, applying left- or right-alignment to an image inserted into the editor is a very poor default experience. When the image is as large or almost as large as the content area, the impact of left/right alignment is minimal or nothing.
I suspect many users assume it's a bug. I can't think of any scenario where a user would want to left/right-align an image but not have it be small enough for text to meaningfully flow around it.
Themes can generally fix this with some CSS, but it feels like this needs to be better out of the box.
Here's the image summarized in a GIF. This is WordPress 5.4 with Twenty Nineteen:

Describe the solution you'd like
Here are three ideas:
src attribute of the image so couClaim this issue to let others know you're working on it. You'll earn 10 points when you complete it!