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Caille Sugarman-Banaszak has a diverse work experience ranging from administrative work to creative endeavors. Caille started their career in 2005 as a Holocaust Education Fellow and Educator at the Imperial War Museum, where they provided support in developing Holocaust education and planned memorial events for schools. In 2005, they also worked as a Freelance Holocaust Educator. Prior to that, from 2000 to the present, they have been working as a composer and arranger of music at Caille Peri, specializing in unaccompanied choral music. Caille has also worked as a soprano singer in various choirs and performed at weddings, funerals, and other occasions. In addition to their music career, they worked as a Secondary School Teacher in History at Parkside Community College from 2005 to 2009. Most recently, they worked as an Administrative Assistant to the Chapel Choir at Selwyn College, University of Cambridge since January 2015. Earlier in their career, they also worked as a Creative Creator at AnaPeri, where they handmade scarfs, shawls, and other items. Caille Sugarman-Banaszak brings a wide range of skills and experiences to their work.

Caille Sugarman-Banaszak completed their Bachelor of Arts degree with Honors in History from Northwestern University between 1997 and 2001. They then pursued a Master of Philosophy degree in History at the University of Cambridge from 2001 to 2002. In 2003, Caille attended the University of Cambridge once again to obtain a Postgraduate Certificate in Education, focusing on Secondary School History.