* *Asterisks* should be bold. Like WhatsApp and Slack do. Because they bring attention to the eye, marking a strong emphasis, and also because for italics there seem to be a much better alternative.
* /Slash/ should be italics. Young me thought this was so obvious! Because italic text is leaning to the right, just like the slash bar. (Note that with time I ended up realizing that this would be a bad idea because slashes are too commonly used in plain written language. The parser would need to be too clever. But still, seemed nice for a while :-)
* _Underscore_ should be underline. I mean, the name says it all. This is so obvious to me that I never understood how it's not the case. I had been writing _this_ to visualize an underlined word for so much time before learning Markdown, that having it for italics just feels strange.
Anyway. If someone knows some resource about the thought process, discussions, or decisions that were made to adopt the current syntax (especially to decide that _underscore_ should italicize, which feels so strange) please let me know, I love reading about that kind of thing :)