
Will Dennis
I’m a former VP of Product and two-time startup founder with a background in building joyful, engaging consumer products — from social platforms to health tools.
I'm currently building LLM-centered products focused on the future of work and human connection.
I value simplicity, creativity, in-person collaboration, design, and craft - which is why the black text on this site actually contains a hint of green (#001301) to make things feel more cohesive.
I do my best work when I can blend product leadership with creativity, storytelling, and technology to create new experiences people can't live without.
Current Projects
Waterfall
Whomst
See my working LLM thesis and related projects →
Previous Product & Engineering Work
- Fractal AI Engineering Program - S25 (building agents, semantic search)
- VP of Product at WeightWatchers ($1 billion revenue digital product line)
- Product Manager at WhatsApp (2 billion user product surface)
- Head of Product at HouseParty (acquired by Epic Games)
- Product and UX consultant (Peloton, Stash, Human Ventures)
- CEO and cofounder of two seed-funded start ups (failed but learned :))
Previous Writing & Storytelling Work
- Co-Creator "Other People" TV Series (sold to FX Network)
- Writer & Director of Multiple Short Films (3 Vimeo Staff Picks)
- Writer & Director "Vanilla" (Award-Winning Feature Film)
- Occasional youtuber (250k+ views)
- Sometimes tech writer (blog posts below)
Get in touch
Feel free to reach out if you think I could be helpful or just to say hello. williamldennis@gmail.com
Blog
August 4, 2025
Hello Stranger
July 28, 2025
Top Interview Questions for 2026
July 5, 2025
The One Thing AI Can't Generate
July 5, 2025
The One Thing You Can't Generate
June 28, 2025
Building Toys
June 21, 2025
The Best Hardware Store in the World
June 13, 2025
Generative Interfaces for LLMs
June 7, 2025
The Lasagna Firehose