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Helen Gunn's work experience begins in 1995 as an Account Executive at Direct Media B.V. Helen then moved on to Direct Media Inc. in 1998 where they served as an Account Executive until 1999. In 1998, they joined International Masters Publishers and held various roles including Senior Manager Media & Marketing Services from 1998 to 2003, then as Director Media & Marketing Services from 2003 to 2006, and finally as Vice President Media and Marketing Services from 2006 to 2008. Their most recent position was Vice President Marketing & Partnerships at Direct Wines starting in 2008, where they were responsible for customer acquisition and managing business relationships with partners such as The Wall Street Journal, American Express, and Zagat.

Helen Gunn pursued their education at Edinburgh Napier University from 1989 to 1993, earning a Bachelor of Arts (BA) degree in Business/Managerial Economics. Additionally, they obtained a certification in WSET - Level 2 Distinction from WSET - Wine & Spirit Education Trust in April 2022.