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Kaile Asher began their work experience in 2012 at DataSolutionsCorp (DSC), where they worked as an Account Manager in Sales and Marketing. Kaile was responsible for assisting hospitals and healthcare systems in accurately counting their inventory and providing inventory valuations for financial purposes. Kaile worked at DSC until July 2022. In 2020, Kaile became a Business Owner at Asher Marketing, along with their wife. They applied the principles they had learned from mentors and aimed to live a life of impact, influence, and integrity. In 2022, they joined Active Cyber as a Corporate Sales Development professional, focusing on cloud consultancy and addressing organizations' challenges. Currently, they are an Account Executive at Fulcrum, starting in March 2023.

Kaile Asher obtained a Bachelor of Arts degree in Philosophy and Religious Studies from Christopher Newport University, where they attended from 2008 to 2012.