Simplicity Wins: Inside the Mind of a Professional Investor w/ Matthew Stafford
Mon Feb 02 2026
Matthew Stafford, professional investor and co-founder of Nine Others, argues that simplicity wins. He shares how starting on the Venture Capitalist side sharpened his founder's empathy, the early signals he listens for, and how one dinner became a global peer network. We unpack the pre-boom London fundraising scene, practical ways to cut noise from your pitch, and the community mechanics that actually move founders forward.
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Episode Resources
Nine Others - Official Website (co-founded by Matthew Stafford) (https://9others.com/)
“What’s Keeping You Up at Night?” by Matthew Stafford & Katie Lewis (https://a.co/d/hMhyJBI)
Overview of Matt & STAFFORD VC (https://www.stafford.vc/?pvs=143)
More
Matthew Stafford, professional investor and co-founder of Nine Others, argues that simplicity wins. He shares how starting on the Venture Capitalist side sharpened his founder's empathy, the early signals he listens for, and how one dinner became a global peer network. We unpack the pre-boom London fundraising scene, practical ways to cut noise from your pitch, and the community mechanics that actually move founders forward. --- Episode Resources Nine Others - Official Website (co-founded by Matthew Stafford) (https://9others.com/) “What’s Keeping You Up at Night?” by Matthew Stafford & Katie Lewis (https://a.co/d/hMhyJBI) Overview of Matt & STAFFORD VC (https://www.stafford.vc/?pvs=143)