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Bailey Kass has a comprehensive work experience spanning various roles and companies. Recently, they worked at Checkr, Inc. as a Senior Product Designer starting in 2022. Prior to that, they were a Senior Product Designer at Medly where they led design for the iOS app used by patients to manage their prescriptions and schedule deliveries. They collaborated with multiple teams to develop scalable solutions. Before that, Bailey worked at Eventbrite as a Product Designer and Brand Designer, contributing to the design of their products. They also gained experience as a Visual Design Associate at Ticketfly and a Designer at Western Washington University's AS Publicity Center. Additionally, Bailey worked as a Design Intern at Push Design, gaining valuable experience in layout implementation and various design projects. In previous roles, they served as an Academic Student Adviser at Western Washington University and a Digital Marketing Communications - Graphic Design Intern at Healthy Pet, creating materials for print and web.

Bailey Kass began their education journey in 2012 at St. John's University, focusing on Graphic Design. They attended this institution for one year before transferring to Western Washington University in 2013. At Western Washington University, Bailey pursued a Bachelor of Fine Arts degree in Design, which they completed in 2016.