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Stefano De Alessandri has an extensive work experience spanning over several companies and roles. Stefano began their career as an Agency Manager at Publitalia '80 in 1987. Stefano then moved on to RCS MediaGroup, where they served as the Marketing Director for International Activities from 1989 to 1994 and later became the Deputy General Manager of the Magazines Division from 1994 to 1999. In 1999, they joined Condé Nast Italia as the General Manager for Consumer Magazines until 2003. Stefano then served as the CEO & General Manager at Gruner+Jahr/Mondadori from 2003 to 2005, and afterwards at HACHETTE RUSCONI from 2005 to 2010. From 2010 to 2013, they held the positions of CEO Magazines Division, Mondadori International Business, CEO Monradio, and Director General of the Periodicals Division at Gruppo Mondadori. Prior to their current role, Stefano De Alessandri was a Partner at EY, where they served as the Med BD Leader from 2014 to 2018. Since September 2018, they have been the CEO and Managing Director of ANSA.

Stefano De Alessandri obtained a Laurea in Economia e Commercio with a specialization in Marketing from Università Bocconi during the years 1979-1985. Prior to that, they completed their high school education at Liceo Classico Cardinal Ferrari, graduating with a Maturità Classica in 1979.