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Interview, Fireside Chat

Ron Conway at Startup School 2013

  • Investment Philosophy & Human Capital

    • SV Angel prioritizes investing in founders before products, citing the principle that "we invest in the people first."
    • Ron Conway's initial investment in Twitter was driven by Evan Williams' integrity; Williams returned all of Odeo's investor funds after a failed startup, a gesture Conway deemed "amazing" and proof of character.
    • Conway invested an additional $75,000 in Twitter immediately after Williams promised to return the previous investment, stating, "whatever you do next I'm investing 75k in that."
    • The decision to invest in Twitter was made during a lunch with Jack Dorsey after Williams introduced Dorsey's product vision, despite Conway's initial reaction to the "140 characters" constraint being merely, "hey great let's see if it works."
    • Conway notes that founders who successfully iterate until product-market fit is achieved are "unsung heroes," contrasting them with those whose companies do not explode immediately.
  • Early-Stage Investment Case Studies

    • Facebook: Conway began involvement through Sean Parker (Napster, Plaxo) before meeting Mark Zuckerberg; he validated the investment based on rapid user metrics rather than personal usage.
      • Zuckerberg projected 300 million users in a few years; the actual user base exceeded this by 700 million (surpassing 1 billion at the time of the interview).
      • Conway remained skeptical of social networking generally but was convinced by Facebook's specific metrics regarding user adoption and time spent on the site.
    • Pinterest: Discovered by the SV Angel team (specifically David Lee, Kevin Carter, and Shanna Fisher) rather than Conway himself; Shanna Fisher utilized "woman's intuition" regarding the app's appeal to women pinning aspirations.
      • Founder Ben Silberman was identified as an outlier: shy, soft-spoken, cerebral, and focused on user feedback loops (e.g., daily calls to focus groups in coffee shops).
      • Silberman's leadership style provided a "calming effect" on the team, contrasting with the aggressive "Type A" demeanor of typical founders.
    • Snapchat: Identified as the next major iteration in the social communication pattern, following the trajectory of Facebook (adding photos) and the shift to ephemeral photo messaging.
    • Product Focus: Successful founders like Zucker, Dorsey, and Silberman are characterized by being "rifle focused" on the product quality, actively ignoring press distractions to prioritize user satisfaction.
  • Fundraising Strategy & Founder Advice

    • Valuation vs. Value: Founders mistakenly prioritize valuation and dilution; Conway advises securing "value-added investors" who can contribute millions in strategic value, even if it means accepting a lower valuation.
      • Case study: Brian Chesky (Airbnb) chose Andreessen Horowitz over investors willing to pay more, specifically because Jeff Jordan could provide immediate, high-impact assistance.
    • Process Discipline:
      • Founders must create a "forcing function" by obtaining a term sheet quickly to compel other investors to hurry.
      • Immediate written confirmation (email) of investor commitment is essential to prevent transaction failure due to broken memory or optionality exploitation.
    • Team Dynamics:
      • Founders must be decisive in both hiring and firing; Conway states, "You Need to Hire Fast and You Need to Fire Fast" to maintain morale and eliminate "dead wood."
      • Leadership potential is evaluated on the ability to scale from managing 5 to 1,000 employees; founders must recognize their own deficiencies (e.g., Jack Dorsey's management struggles) and hire to fill those gaps.
  • Industry Trends & Evolution (1979–Present)

    • Funding Criteria Shift: In 1979, funding required 20% pre-tax profitability and 100% annual growth; today, the cost of starting is low, and risk capital is readily available for non-profitable early-stage ventures.
    • Platform Shift: The internet has migrated from desktop web to mobile-first computing, where the device in the pocket functions as a primary computer.
    • IP Evolution: Intellectual property value has shifted from "algorithm IP" (e.g., Google's 1998 model) to "user design and user interface IP."
    • Geographic Trends: Social companies are increasingly migrating to specific cities rather than remaining decentralized.
    • Founder Maturation: The most significant satisfaction for Conway is observing founders (Page, Dorsey, Zuckerberg, Silberman) maturing rapidly to manage massive scale while retaining product focus.