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Matt Drozdzynski has a diverse work experience. Matt started their career as a Software Engineer at Lonely Planet in April 2012. After that, they joined Macmillan Education as a Product Manager in June 2012. Matt then founded and served as the CEO of Pilot, which later relaunched as Plane, a payroll service for fast-growing companies. Matt'srole as Founder and CEO at Plane started in June 2015 and continued until July 2019. In August 2019, they founded another company called Plane, where they currently serve as CEO.

Matt Drozdzynski's education history begins with their Bachelor's degree in Computer Science from the University of Cambridge, which they obtained from 2008 to 2011. Matt then pursued further education and completed their Master of Arts degree at the same institution in an undisclosed field of study in 2015. Matt later attended Y Combinator starting from 2017, although the specific degree and field of study are not mentioned.