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Jacob May has a diverse work experience. Jacob began their career at Winsupply in 2016 as a Software Developer, where they worked until 2018. Jacob then joined Ball Aerospace and held various roles, starting as an Associate Software Engineer from 2018 to 2020, then progressing to Software Engineer I from 2020 to 2022, and finally becoming a Software Engineer II from 2022 to 2023. Currently, Jacob is employed at Defense Unicorns as a Unicorn Engineer starting from 2023.

Jacob May attended Wright State University from 2014 to 2018, where they earned a Bachelor of Science (BS) degree in Computer Engineering. In November 2019, they obtained the Security+ certification from CompTIA. In August 2021, they obtained the AWS Certified Solutions Architect - Associate certification from Amazon Web Services (AWS).