Gladys is one of the people Roger, Bad Larry and Ray try to get Stan to kill at the End of the Road, a bar for people really down on their luck in "42-Year-Old Virgin". Stan up passing on all of their candidates.
Gladys is suggested because she is 46 and never been married despite years of trying. She'd had a hysterectomy so that even if she finds love she can't have kids.
Gladys is voiced by Maria Bamford.