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Pip Jamieson's work experience includes being the Founder and CEO of The Dots Global since May 2014. Prior to that, they were the Co-Founder and Managing Director of The Loop from January 2009 to March 2014. Pip also worked as the Head of Marketing New Zealand at MTV Networks from June 2006 to May 2008, and as the Business Strategy and Development Manager at MTV Networks from March 2004 to June 2005. Pip Jamieson began their career as a Fast-Stream Assistant Economist for the British government's Government Economic Service in 2003, where they provided economic analysis and advice on Illegal drug and prostitution legislation. A publication of their work on 'Measuring the harm from illegal drugs using the Drug Harm Index' was released in 2005.

Pip Jamieson pursued their education at The University of Edinburgh from 1998 to 2002, where they obtained a First Class Masters degree in Economics.