Cassandra grew up doing historical reenactment, giving tours at a science museum's coal mine, and working at a literacy nonprofit. After a BA in Playwriting from Columbia College Chicago, she spent a decade producing and residing as a playwright in Chicago. She then moved to LA and completed a certificate in Writing for TV at UCLA. Cassandra won the Austin Film Festival with her scripted Digital Series, Walk Into A Bar, and has worked on various projects including visual novels and episodic audio fiction, often focusing on people who form genuine connections.