Konkle was born in Randolph, Vermont, on April 7, 1987. In 1994, her family moved to Scituate, Massachusetts, where she attended public schools. Her parents divorced in her early teens, a theme she would explore deeply on PEN15.
Konkle attended New York University's Tisch School of the Arts. She initially studied musical theater but shifted to the school's Experimental Theater Wing after finding out she had vocal nodules. During her junior year at NYU, she attended an international experimental theater program in Amsterdam. There she met fellow student Maya Erskine, who would become her best friend and PEN15 co-creator.
Konkle started her career working on student films while at the New York University and in experimental theater. During the first decade of her career, she appeared in small roles in TV shows such as New Girl, Shameless and Ramy. From 2015 to 2017, she appeared as Tara "TMI" Milly Izikoff on the main cast of Rosewood.

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