I'm wanting a certain haircut but I don't know how it'll look

I've been wanting to get curtain bangs for a while and I finally brought it up to my Mom (since I'm turning 18 next week) and she's super supportive about it but I don't know how it'll look.

My hair is thin and fine and gets greasy quickly and I haven't had bangs since elementary school (which has been the main reason I've been pushing it off). I have hair to my mid back and I got a surgery to remove a mole on my head in November and the hair around the site is finally no longer looking like alfalfa so I figured now is the time to get it done. My neighbor also owns her own salon and she's one of the people who knows my hair best besides me and my Mom so I'll also be asking for her opinion.

My main question is has anyone gotten a haircut like this and how did it go? Is it something you would recommend getting? I know I'll need tools to keep it looking good so would there be anything you'd recommend me getting like any brands?