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Robert Si has a diverse work experience starting in 2015 as an Associate Insurance Advisor at The Co-operators. In 2018, they transitioned to the role of Business Development Manager/STEM instructor at RobotCitizen. In 2020, they worked as a Sales Engineer at Grin Technologies. In 2021, they became a Technical Solutions Specialist at Optigo Networks, where they designed and led a BACnet essentials course, generating significant revenue for the company. Currently, Robert is an Account Executive at Comm100, where they are responsible for negotiating high-value deals, creating new revenue streams, and preparing technical presentations to meet customer needs.

Robert Si attended McGill University from 2010 to 2014, where they earned a Bachelor's Degree in Finance, with a focus on General Finance. In 2017, they enrolled at Hack Reactor to pursue a degree in Computer Software Engineering, and they are currently still pursuing their studies in this field.