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Anastasi Bakolias has a diverse and extensive work history. Anastasi currently holds the position of Senior Engineering Manager at AlleyCorp Nord. Prior to this, they worked as a Principal Solution Architect at Envoy and as a Technical Advisor at TargetHit. Anastasi also worked as a Staff Software Engineer at Ada and as a Lead Developer at Cards & Treasure, where they successfully led a team of developers in creating a mobile app for iOS. Earlier in their career, they served as a Software Development Team Lead and Lead Solution Architect at Zendesk Sunshine Conversations, where they led development teams and collaborated with major companies to build messaging applications. Anastasi also worked as a Freelance Software Developer at DCA, building applications and performing data migrations. Additionally, they worked as a Coach and Instructor at Concordia Bootcamps, teaching courses on functional programming, and as a Software Developer at Bummis Cloth Diapering, where they developed troubleshooting apps and managed websites. Before entering the tech industry, Anastasi worked as a Freelance academic article editor.

Anastasi Bakolias attended Wilfrid Laurier University from 2004 to 2008 and obtained a Bachelor of Arts (B.A.) degree in Economic Development and Conflict Studies. Anastasi then pursued studies at McGill University from 2010 to 2011, focusing on Introduction to Computer Science. Later on, from 2013 to 2014, Anastasi enrolled at Concordia University, where they studied Economics, Public Policy, and Public Relations.