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Hayley Castiglione has a diverse work experience spanning several companies. Hayley started their career at Borne Resourcing Ltd in 2008 as an Administrator. In 2009, they joined Stephen James BMW as an HR Advisor. Hayley then moved to Sony DADC in 2012, where they held various HR positions including HR Advisor, HR Business Partner, HR Manager, and finally Head of HR UK from 2018 to 2022. In 2022, Hayley joined Bidstack Group PLC as Head of People before moving to their current position as VP People at Globacap in 2023.

Hayley Castiglione's education history begins with their completion of a City and Guilds Licentiateship, which is equivalent to an NVQ Level 4 qualification. The specific date of their completion is not provided. Hayley then pursued their undergraduate studies at the University of Hertfordshire from 2005 to 2010, where they earned a First Class Honours degree in Business Studies with a specialization in Human Resources. After a gap in their education timeline, Hayley enrolled at the Reed Business School from 2011 to 2012 to pursue a CIPD Certificate in HR Practice, focusing on Human Resources. Finally, from 2013 to 2016, they attended the University of Hertfordshire once again and obtained a Master of Arts (MA) degree in Human Resource Management.