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Sha Osman has a diverse work experience that spans over a decade. Sha started their career at Far East Hospitality Management (S) Pte Ltd in 2008 as a Reservations Sales employee. Sha worked there for almost ten years, during which they contributed to the development of the organization's people and exported the distinctiveness of the brands. In 2018, Sha moved on to Privé Technologies, where they started as an intern. Privé Technologies is a leading innovator in the financial and wealth management industries. After completing their internship, Sha became an Office Manager at WealthUp, a company that combined two brands, Wealth In Asia and Hive Up, to educate consumers about investment options and facilitate connections with brokers. In 2019, Sha returned to Privé Technologies as an Office Manager. Overall, Sha has gained extensive experience in hospitality management, financial technology, and office administration throughout their career.

Sha Osman attended Bishan ITE from 2005 to 2006, where they pursued a Nitec degree in Retailing and Retail Operations. Prior to that, from 1999 to 2004, Sha attended Fajar Secondary School, but their degree name and field of study during that time period is unspecified.