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James Rajasingh has four years of work experience in product marketing, business development, client relationship management, and research. In 2022, they began working as a Product Marketing Manager for Height. From 2018-2022, they were a Product Marketing Manager and Business Development for MakerSights. In 2017, they were a Client Relationship Associate for Vanguard, where they developed relationships with clients, guided them through Vanguard Mutual Fund and ETF catalogs, and facilitated trade orders and technical questions. In 2016, they were a Research Assistant for Colorado College, where they researched the desirability of living within the Pikes Peak Region, created and conducted a survey, and presented research and survey analysis for the El Pomar Foundation's Mountains Matter to Millennials Event.

James Rajasingh obtained a Bachelor of Arts in Economics from Colorado College in 2017. In December of the same year, they also obtained a Series 63 and Series 7 certification from the Financial Industry Regulatory Authority (FINRA).