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Jess Contomichalos started their work experience in 2002 as a commissioning editor for S Magazine Sunday Express. From 2008 to 2013, they worked as a freelance stylist for the Sunday Mirror. In 2013, they became an interior stylist for Hers Agency. From 2015 to 2021, they worked as an interior stylist and writer for Danetti. Starting in 2016, they worked as an independent interior stylist and art director represented by Salt & Spoon. Currently, since 2021, they are working as an Art Director for Habitat. Overall, they have gained extensive experience in the interior styling and art direction industry.

Jess Contomichalos attended St Georges College in Weybridge, Surrey, where they studied Art/Art Studies. Additionally, they also attended St Maurs Convent in Surrey, although the field of study is unknown.