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Will Dennis

Will Dennis

Two-time founder and VP of Product building LLM-powered products

willydennis
New York City
Joined August 2025

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5K connections
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Summary

Will Dennis is an accomplished product leader with a strong track record of building and scaling consumer products used by billions. His experience spans significant roles at tech giants like WhatsApp and growth-stage companies like Houseparty, culminating in a VP of Product position at WeightWatchers, where he oversaw a large digital product line. He excels at the intersection of user experience, storytelling, and technology. willdennis+1
A true entrepreneur at heart, Will Dennis is a two-time startup co-founder, having launched Hollerback and Spinlister. These early ventures, while described as 'failed but learned,' provided him with invaluable experience in company building and product innovation, which he now leverages in his current endeavor of building new AI-centered products. willdennis+2
Will Dennis is deeply involved in the burgeoning field of AI, actively building LLM-powered products like 'Waterfall' and 'The Dream Machine' and participating in AI engineering programs focused on agents and semantic search. His recent career shift into AI highlights his proactive approach to emerging technologies and his desire to shape the future of work and human connection through innovative product development. willdennis+1
Beyond his extensive product and entrepreneurial career, Will Dennis possesses a passion for storytelling and filmmaking. He has co-created a TV series sold to FX Network, written and directed an award-winning feature film ('Vanilla'), and produced multiple Vimeo Staff Pick short films. This creative background informs his product philosophy, emphasizing novel user experiences and human psychology. willdennis+2

Work

Education

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Hobbies

Enjoys filmmaking, having co-created a TV series, written and directed multiple short films, and an award-winning feature film. willdennis+1

Engages in creating video content for YouTube, where he has garnered over 250,000 views. willdennis