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Toby Milsom has extensive work experience in various design roles. Toby started their career as a Designer at A&N MEDIA in 2006 and worked there until 2010. Toby then joined Associated Newspapers as a Graphic Designer for a year before moving to 3equals1 Design as a Designer in 2010-2011. In 2012, they joined Kantar Media as a Multimedia Designer and worked there until 2014. Toby's most recent position is at Parkeray Ltd, where they started as a Graphic Designer in 2014 and later became the Head of Creative Design. Their responsibilities at Parkeray include leading the design team, ensuring creativity and quality in all aspects like branding, marketing, pitching, events, site setup, and more.

Toby Milsom attended Smithdon High School from 1994 to 1998, but no degree or field of study information was provided. Later, from 2000 to 2003, Toby attended Birmingham City University, where they earned a Bachelor of Arts (BA) degree in Design and Visual Communications, General.