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Yo,
You should then get your head around it. WordPress is a REALLY powerful platform. I tend to reply to the question
Can WordPress do A,B and C?
with
WordPress can do anything.
Saying “Media library built-in” all I meant was the “Media” tab in the back-end and the entire API that wraps it around.
Tell me, is there anything on that website apart from the gallery? If it is basically a few pages such as “About Me” and “Contact Me” + a gallery page then it may be worth to consider bespoke CMS. Should be fairly easy to build. You can use MVC PHP Framework such as CodeIgniter (my fav). It comes with image manipulation helper so you could automatize cropping process. Have you ever come across CodeIgniter?
Just my 5 cents.. :)