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Sidharth Kakkar has had a diverse and successful career. Sidharth started as a Software Engineer at Microsoft in 2006, then moved to Goldman Sachs as an Analyst in 2007. In 2009, they worked at Himalya International Limited in various roles. In 2011, they became a Consultant at Bain & Company. From 2013 to 2021, they were Co-Founder/CEO of Freckle Education (formerly Front Row), where they led the company from founding to serving over 10 million students across the world, tens of millions of dollars in revenue, billions of questions answered on the product, and a successful acquisition. In 2019, they became an Investor at ASDF Ventures. Currently, they are Co-Founder/CEO of Subscript.

Sidharth Kakkar obtained their MBA from Northwestern University - Kellogg School of Management between 2010 and 2012, with a focus in Marketing and Strategy. Prior to that, they earned a BSc in Computer Science from Carnegie Mellon University School of Computer Science between 2004 and 2007.