Ok thank you for your transparency here! I’ve been wondering if it has something to do with my theme (Minimal) & CSS snippets that maybe exacerbates it for me while in standard Obsidian this glitch is less dramatic with a smaller indentation offset. It also seems to be only happening with checkboxes, not bullet points, and seems to be tied to specifically multiple lines of indented, nested checkboxes. Thanks again.

I’ve done a deeper dive on this and found a workaround: in a CSS snippet, manually set the text-indent and padding-left for .HyperMD-list-line-1, .HyperMD-list-line-2, .HyperMD-list-line-3, .HyperMD-list-line-4, .HyperMD-list-line-5, .HyperMD-list-line-6 and potentially further on depending on how nested your notes are, using !important to ensure this is applied. This forced the indentation not to shift as I’ve previously described (I matched the px of my custom CSS to the ordinary indentation before the glitch showed up).