10 Years Too Early: On a Tech Career, Business, and Investing | Summary and Q&A

August 3, 2018
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10 Years Too Early: On a Tech Career, Business, and Investing


This comprehensive analysis provides insights from a Silicon Valley investor on topics such as career paths, timing in the tech industry, the future of the internet, AI adoption, and the global startup ecosystem.

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Key Insights

  • 💝 Timing plays a crucial role in the tech industry, and being too early or too late can have significant consequences for startups.
  • 👍 The growth of the internet has been transformative, but predictions about consumer behavior online have often been proven wrong.
  • 🥇 Cryptocurrency and blockchain technology have the potential to revolutionize various industries, but the development of protocols and incentives needs to be in place for widespread adoption.
  • 😫 Building successful teams requires complementary skill sets, the ability to have productive disagreements, and resolutions.
  • 🌐 The global startup ecosystem is becoming more decentralized, with talent and role models emerging in various regions. However, each ecosystem needs to cultivate a culture of failure to create durable and genuine successes.
  • 🤗 Startups transitioning from open source to high-margin sales need to balance the value of open source contributions with high-margin offerings.
  • 💗 As startups grow, they need to manage organizational structure and communication to maintain agility and a positive culture.
  • 🈸 The timeline for decentralized applications and a decentralized internet depends on the development of protocols and the adoption of blockchain technology. These applications may take several years to reach mainstream popularity.


so to kick us off it would be great to hear a little bit about your path kind of from Stanford all the way through a 16z and throughout that if you could comment on timing you talked about this a little bit when we met on Friday and then what are some of the decisions you've made that we're kind of contrarian during your career like what's your fra... Read More

Questions & Answers

Q: How can entrepreneurs bounce back from failure if they were too early with their ideas?

Entrepreneurs should not let failure define them and should view it as a learning experience. They should learn from their mistakes and continue to pursue their ideas.

Q: How can startups transition from open source models to high-margin sales?

Startups can manage this transition by investing in open source to attract developers and then offering high-margin products or services that provide additional value and features.

Q: How can startups maintain agility and dynamism while growing into larger teams?

Startups can maintain agility by structuring their organizations and communication paths appropriately as they grow. One-on-one meetings, reorganization, and the right hiring of managers can help maintain the desired culture.

Q: What is the potential timeline for decentralized internet and new blockchain-based applications like a decentralized Facebook or Airbnb?

While the potential for these applications exists, the development of protocols and the combination of computer science, game theory, and developer adoption need to progress first. It may take a few years before these applications can become as popular as centralized platforms.

Q: In the current global startup ecosystem, are there any companies that you have gone against the grain on and not followed the hype?

The speaker shares examples of investing in Skype and mentions that while it may seem obvious in retrospect, it was not an easy bet at the time. They note the importance of not succumbing to survivorship bias and being cautious about overpaying for companies with little revenue or market validation.


In this video, the speaker discusses his career path and the decisions he has made that were considered contrarian. He talks about being ahead of his time in building the iPhone and trying to create a streaming service before it was technically feasible. He also covers his experiences at Netscape and Loudcloud, as well as the current trends in the tech industry, such as the shift towards AI and cryptocurrency. He also touches on the importance of complementary co-founders, the future of developer tools, and the globalization of the startup ecosystem.

Questions & Answers

Q: Can you give an overview of your career progression and the decisions you made that were considered contrarian?

I would describe my career arc in one phrase which was "10 years too early." I started by working on building the iPhone before it was technologically feasible. I then worked on building a streaming service before streaming was easy. I also worked at Netscape during the early days of the internet. In terms of contrarian decisions, I have always pursued projects that were ahead of their time and faced skepticism from others.

Q: How do you see the current trends in the tech industry, such as the shift towards AI and cryptocurrency?

There have been three major platform shifts in the tech industry: from on-premise to cloud, from desktop to mobile, and now from traditional software to AI-first applications. AI is now becoming a mandatory part of computer science techniques, and companies without AI algorithms are at a disadvantage. As for cryptocurrency, it is still in the early stages, but there is a lot of potential for it to transform various industries, especially in areas like identity and payments.

Q: What are the characteristics of a cohesive and complementary team?

When building a team, it is important to have complementary skill sets and perspectives. It is not about finding someone who agrees with you all the time, but rather someone who can effectively argue with you and then commit to a resolution. The key is to have multiple perspectives and the ability to have productive arguments that lead to better decisions.

Q: How do you navigate the transition from an open-source sales model to a high-margin SAAS model without losing value?

The best companies find ways to do both concurrently. Open source can be used as a marketing tool to gain adoption, while the high-margin SAAS model allows for monetization. It is important to focus on the features and capabilities that can command a higher price, such as enterprise-level scalability and reliability.

Q: How do you maintain agility and dynamism during the transition from a small team to a larger team?

As a company grows, there are different techniques and strategies needed at each stage. Around 75-80 people, it becomes harder for everyone to know each other and there is a risk of developing organizational complexity and politics. To maintain agility, it is important to engineer the organization and communication structures, such as implementing regular one-on-one meetings and clear reporting lines, to prevent friction and maintain the same level of collaboration and efficiency.

Q: What helpful frameworks can be used to make decisions under great uncertainty?

When making decisions under uncertainty, it is important to recognize that there are two types of personality types in startups: the crazy originators of ideas who are always pushing boundaries, and the more reasonable ones who may be uncomfortable with taking risks. Having a balance of these two types can help bring both innovation and stability to the company. Making decisions that seem crazy at the moment but could be the norm in the future is a common part of the startup journey.

Summary & Key Takeaways

  • The speaker discusses their career journey, which involved being 10 years too early with various projects and companies, including attempting to build the iPhone, a streaming service before its time, and a consumer company focused on services. They also talk about their experience with Netscape and loud cloud, leading up to their current role at Andreessen Horowitz.

  • The speaker emphasizes the importance of timing in the tech industry, noting that they were ahead of their time with many projects. They highlight how the internet has transformed over the years and how predictions about consumer behavior online have been consistently proven wrong.

  • The speaker discusses their belief in the future of cryptocurrency and the potential for it to revolutionize various industries. They explain the importance of protocol development in this field and their focus on investing in this layer of the technology stack.

  • The speaker shares insights on building successful teams, emphasizing the need for complementary skill sets and the ability to have productive disagreements and resolutions. They also discuss the importance of managing organizational growth to maintain agility and creativity.

  • The speaker provides insights into the global startup ecosystem, discussing the flattening of entrepreneurship across regions and the importance of having talent and role models in an ecosystem. They also discuss the rise of China's startup scene but highlight the need for more failure and genuine successes in order to create durable outcomes.

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