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Betting on Adam Neumann's Strengths, Not Past Failures

by Ben Horowitz on September 11, 2025

Investing in Controversial Founders: a16z's Approach with Adam Neumann

In 2022, Andreessen Horowitz made a controversial investment in Adam Neumann's new venture Flow, despite the founder's highly publicized downfall at WeWork. This case study examines a16z's contrarian approach to evaluating founders with complicated histories.

Situation

  • Market context: Adam Neumann had become one of the most controversial figures in tech after WeWork's failed IPO and his subsequent departure
  • Public perception: The investment was widely criticized, with a16z being called "stupid," "sexist," and "racist" for backing Neumann
  • Conventional wisdom: Most investors would avoid founders with such public failures and reputational issues
  • Strategic dilemma: Whether to focus on past failures or demonstrated strengths when evaluating founders

Actions

Evaluation Approach

  • Strength-focused assessment: "We're investing in strength not lack of weakness"
  • Achievement recognition: Acknowledged WeWork's brand-building success - "Name a more important commercial real estate brand than WeWork"
  • Root cause analysis: Identified Neumann's issues as "a combination of inexperience and nobody around him that would tell him the truth"
  • Deliberate contrarianism: Marc Andreessen personally reached out to Neumann when others wouldn't

Post-Investment Support

  • Tailored governance: Ben Horowitz attends all board meetings despite Marc being on the board
  • Complementary skills: Positioned Horowitz as someone who can effectively challenge Neumann - "I'm the one who's good at killing a guy who's that confident"
  • Strength amplification: Focus on leveraging Neumann's proven abilities while addressing weaknesses

Results

  • Early validation: Horowitz believes "it's gonna end up being one of the best investments we ever made"
  • Performance feedback: "He's doing a phenomenal job there"
  • Principle reinforcement: Strengthened a16z's reputation for backing controversial but talented founders

Key Lessons

  • Judge on strengths, not weaknesses: "You don't judge a person by the worst thing that ever happened to them"
  • Look beyond public narrative: "Coach players on what they can do... help them take their strengths and use them as opposed to over-focus on their weaknesses"
  • Talent recognition: "What you really are ultimately betting on is the entrepreneur"
  • Contrarian advantage: When everyone avoids controversial founders, their talent becomes undervalued
  • Complementary governance: Match board members and oversight to the specific needs and blind spots of the founder
  • Structural solutions: Address founder weaknesses through systems and people rather than expecting personality changes
  • Capital allocation insight: "Capital is really about investing in people"

This approach demonstrates how investors can find overlooked value by focusing on founders' proven strengths while implementing governance structures to mitigate their weaknesses.