I think because ann is often brushed off as a token cheerful, airheaded girly character there's a tendency to limit her insight to the areas that are expected of her (i.e. relationships, fashion, pop culture, etc) which doesn't account for the way she is deliberately and consistently established as the most insightful character in the game time and again. on fashion β ann notes her appreciation of harujuku subcultures at one point because it is unconventional and earnest, and as someone who has always stood out she understands the value of expressing yourself proudly without being weighed down by others opinions. also, during yusukes social link, ann is ultimately the one whose thoughtful reading of the sayuri and the understanding she's able to glean from it allows yusuke to reorient his perspective + break out of his slump. she has an interest in art and her perceptiveness lets her identify yusukes internal conflict with unerring accuracy from an abstract painting with no explicit details. and with yusuke in general she is the most preoccupied with his feelings and his needs during that entire arc and even when he pushes back against them she is the one constantly extending her hand and checking in on how he's doing.
but really throughout the whole game she is always approaching other people with extremely careful consideration to the point where it's a defining trait. out of all the phantom thieves, it's her relationship with makoto that is arguably the most centered in makotos arc. and during the conflict between those two ann is nowhere near flatly positive β on the contrary, the part of her that is brimming with rage, melancholy, and compassion is fully in the spotlight. her criticism is only so cutting because of her ability to see straight to the heart of things. but the resolution demonstrates what ann is capable of more than the conflict itself, pairing her ferocity with the gentleness and kindness that permits makoto and her to relate to + support each other. later ann is able to compare futabas mental state with shihos and her conviction drives her to once again relate to futaba, approaching her where she is at. it's ann who hesitates to leave haru when the spaceport starts collapsing. it's ann who lashes out so furiously, and so pointedly, at shido primarily on akechis behalf.
and of course anns uniquely discerning eye comes from the same place as the rest of her strength β her integrity and honesty of character. in fact ann is a person who knows exactly what her values are and is so sincere and unwavering in them that it is naturally impossible to sway them. when ann is faced with cruelty and derision her immediate response is to reframe it as a challenge and use it to reaffirm her respect for both herself and her opponent, something that takes incredible emotional maturity. notions of who ann should be or what she should prioritize cannot touch her because she knows to live her life on her own terms β she acts on admiration for the women in her life and already understands strength and beauty as going beyond appearances without having to be taught. she is inspired by and inspires those who support her every day; when the phantom thieves are unsure, she is always, always, the one who is continuously driven to help those in need and stand up for the weak, and she will never forget that. I didn't even say anything about alice hiiragi.
ann is a character who has to contend in universe with incorrect perceptions of her as shallow and substanceless, but she is feminine and doesn't get good grades, and so fans still often fall into the trap of depicting her as lacking critical thinking and a complex interiority β which is a shame for a character who is never once treated that way in the original game itself (for all its other problems with her writing.) ann is frequently vital to problem solving and her choices are often directly responsible for driving the plot forward, filling a role that no other character could perform. idk just. hello have you thought about ann takamaki on this fine day
