5

How to map i to start editing on visual block mode?

I want the same behavior for <shift>-i and i.

6

You can use :h map-expression to determine which version of visual mode you are in, and change the behaviour accordingly. Visual mode mapping

vnoremap <expr> i mode()=~'\cv' ? 'i' : 'I'

will make i act as i in visual and linewise-visual modes, and as I otherwise, i.e. in blockwise visual mode.

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