[2] In 2015, she appeared as a supporting cast member of Caitlyn Jenner's reality show I Am Cait.
In 2016, she co-starred, co-directed, co-wrote and co-produced the web series Her Story, which was nominated for an Emmy Award.
[7] In June 2017, Richards wrote and appeared in a video open letter, presented by ScreenCrush and GLAAD, featuring trans actors asking for better representation in film and television.
[8][9] In August 2018, HBO announced a series pickup of Tom Perrotta's Mrs. Fletcher, a half-hour comedy based on Perrotta's 2017 novel of the same name; Richards is cast as Margo Fairchild, a transgender community college writing teacher, as a series regular.
[11] In August 2020, she announced her engagement to Rebekah Cheyne, a professor from Arizona State University.