so my hair has just progressively gotten shorter over the years so i can't really say what it would be like to cut almost all of it off, however, i recently gave myself a cut similar to that and i love it. it doesn't take forever to wash it, comb it, and dry it. really don't need to use a straightener at all and when i dye it i don't use up a lot of hair dye. it's nice. and even if you do wind up hating it, at least you tried it. that's how i always think about trying new hair cuts and styles. better to do it and hate it than never know in my opinion.
i pretty much went from this

to this

and now i'm here.

haha you can see the slow progression shorter.