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Jake Flomenberg

Partner, Wing Venture Capital

About

Jake Flomenberg brings an unusual combination of deep technical operating experience as a software engineer and product manager at companies like Cloudera and Splunk, plus a triple major in Electrical & Computer Engineering, Computer Science, and Economics at Duke, which gives him pattern recognition for enterprise infrastructure and security investments that most VCs lack. He's known for his contrarian approach to AI investing, explicitly asking founders whether their company would still have a reason to exist if OpenAI or Anthropic launched a 10x better model tomorrow, focusing instead on data, workflow, and mission-critical embedding moats rather than model performance alone. Jake Flomenberg brings an unusual combination of deep technical operating experience as a software engineer and product manager at companies like Cloudera and Splunk, plus a triple major in Electrical & Computer Engineering, Computer Science, and Economics at Duke, which gives him pattern recognition for enterprise infrastructure and security investments that most VCs lack. He's known for his contrarian approach to AI investing, explicitly asking founders whether their company would still have a reason to exist if OpenAI or Anthropic launched a 10x better model tomorrow, focusing instead on data, workflow, and mission-critical embedding moats rather than model performance alone.

Works At

Investment Focus

Stages
Pre-Seed
Seed
Series A
Series B+
Sectors
Enterprise
AI
Data
Devtools
Cybersecurity

Investment Details

Avg Check Size$200K - $20M
Can Lead Rounds
Yes
Geographies
USA