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Jan Stillfried has a diverse work experience, starting with their current role as Head of Engineering at Toteat since December 2022. Jan co-founded Fintesk in 2020 and is still involved with the company. Before that, they worked as a Partner at Focus Work from September 2019. Jan also co-founded ConnectUS in 2017 and worked there until August 2020. Jan co-founded Litiggio in 2014 and left in December 2016. Prior to their entrepreneurial ventures, Jan worked as an Industrial Engineer at Notus SpA from March 2013 to December 2014. Jan also worked as a Consultant at the Centro de Políticas Públicas UC from June 2011 to November 2012, and as a Software Engineer at the Ministry of Housing and Urban Planning, Government of Chile, from February 2010 to July 2011.

Jan Stillfried earned an Engineer's degree in Industrial and Systems Engineering, with a diploma in Information Technology, from Pontificia Universidad Católica de Chile. They have also obtained an English Proficiency Certificate from the Duolingo English Test in September 2023.