Caitlyn Jenner has many critics for many reasons. She is criticized by Republicans for being transgender, and by liberals for defending Republicans on I Am Cait and speaking against things like welfare and social programs that a lot of the trans community depends on. She angered the gay and transgender community with her tepid support of gay marriage, and by saying that trans women should work hard "not to look like a man in a dress."
Jenner surprised a group trans and non-gender-binary students at a progressive high school in Brooklyn, who view her as "privileged, and not using her privilege to advocate for anyone other than herself." She couldn't help but get a bit defensive, but by sitting and talking, the conversation managed to change some minds.