TBH while the menu has glaring issues (half of it is basically an ad for cloud storage), your complaints boil down to "I don't like it because I'm not familiar with it" which is not valid critique, and especially shouldn't be coming from a Linux user if you want Windows users to switch - they don't like Linux because they're not familiar with it.
Why would I as a Linux user want windows users to switch? I don't. If many of them do, Linux will become more like windows to appease them, and also because there's more money in the masses.
My complaints are generic to human-computer interfaces. Providing small icons in close proximity is poor design per [1]. Providing icons without text is also poor design, as summarised at [2]. We can argue more about how detailed labels should be--as I would equally complain about Gnome's context labels too. For example, "Open with..." is more useful as a menu with maximum 5-10 other applications to choose from. For example, will "Compress..." replace/remove my original file if I click on this action, or just create a compressed archive alongside the original?
[1] https://en.wikipedia.org/wiki/Fitts%27s_law
[2] https://www.nngroup.com/articles/icon-usability/