Hugh Willoughby

Advisor at Shypyard

Hugh Willoughby is an experienced sales professional and advisor currently serving as GTM Builder and Advisor at Reevo.ai since April 2024, and as Advisor at Shypyard since January 2023. With a strong background in sales leadership, Hugh is also a Limited Partner at Stage 2 Capital and a Sales Coach at Harvard Business School, both roles held since 2018 and 2020, respectively. Previous positions include Corporate Sales Director at Outreach, where Hugh established the first Growth Team, Senior Director of North American Sales at Brightcove, and Director of Sales at Lola.com. Hugh's career began at HubSpot, where a six-year tenure included various sales management roles. Early career experience includes an OEM Buyer position at SG Industries, Inc. Hugh holds a BA in Communications from the University of Hartford, with further education from Harvard Extension School and MIT Sloan Executive Education.

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