After completing his master's in business administration, Jessy worked with provincial public organizations in strategic management. He notably advised various organizations in the development of corporate responsibility plans and contributed to the development of public policies on sustainable development.

During his academic career, Jessy represented the Faculty of Business Administration at Laval University in its advertising campaign and on its social networks as an ambassador. His role also led him to host various university events. Alongside his studies, he also worked as a law student with the Directeur des poursuites criminelles et pénales.