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Jacob McSheffrey's work experience includes various roles in software engineering and frontend development. Jacob is currently working as a Senior Frontend Engineer at PocketHealth since January 2023. Before that, they were a Frontend Engineer at FigBytes Inc. from July 2022 to December 2022. Prior to that, they worked at Immigration, Refugees and Citizenship Canada / Immigration, Réfugiés et Citoyenneté Canada, where they held multiple positions including Software Engineer Technical Lead from September 2021 to July 2022, Frontend Developer from January 2020 to August 2021, and Full-stack Developer from September 2018 to January 2020.

Jacob McSheffrey attended Algonquin College of Applied Arts and Technology from 2016 to 2019, where they earned an Advanced Diploma in Computer Science.