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Dheepu George has held a variety of roles in the past 13 years. In 2007, they began their career as an Intern at Singapore Sports Council. In 2013, they began working as a Writer (Sports Journalism) at SportsKeeda.com. In 2014, they took on the role of e-Commerce Associate at SP eCommerce. In 2015, they were promoted to VP of Business Operations at Sendhelper, where they were responsible for Partner Management, building and managing a strong and active community of vendors, and interviewing and verifying service providers. In 2020, they were promoted again to Head of Content Marketing at Sendhelper.

Dheepu George began their educational journey in 2005 when they obtained a Diploma in Business from Temasek Polytechnic, majoring in Finance and Human Resources Management. Dheepu then moved on to the University of Adelaide where they completed their Bachelor of Commerce - BCom in International Business in 2014. In 2018, they obtained a Master of Letters in Digital Journalism from the University of Strathclyde. In addition, Dheepu George also holds an Inbound Certification from HubSpot, which they obtained in June 2016.