Guillermo Rauch is the Founder and CEO @ Vercel, giving developers the frameworks, workflows, and infrastructure to build a faster, more personalized Web. To date, Guillermo has raised $312M from Accel, Bedrock, Greenoaks, GV and more. Prior to founding Vercel, Guillermo co-founded LearnBoost and Cloudup where he served the company as CTO through its acquisition by Automattic in 2013.

1. From Argentina to SF: The Boy Making Money Online:

• How did Guillermo first get into computers and start making money online?
• Does Guillermo still believe the US and SF offers the same opportunities it did when he came?
• Did Guillermo feel the weight of responsibility of providing for his family at a young age?

2. Timing, Markets and Narrative Violations:

• Why does Guillermo believe it does not matter being first but being right?
• Why does Guillermo believe the most important thing for a company is market selection?
• Why does Guillermo believe it is crucial that founders and companies have "narrative violations"?

3. The Future of AI:

• What model will win in the future; open or closed?
• Where does the value accrue; startups or incumbents?
• How will the SaaS business model change in a world of AI?

4. Silicon Valley's Most Successful Angel You Did Not Know:

• What are some of Guillermo's biggest lessons from angel investing?
• What is his single biggest miss? How has it changed how he thinks?
• What have been his biggest hits? How did they impact how he thinks about what it takes to win?