Despite initial skepticism from investors about Dropbox competing with Google, I emphasized that just because others had tried similar ideas didn't mean it was a bad one.

Our first investor didn't believe in the education business model, thinking it was a bad investment, but they were primarily interested because I had previously sold a company to Google.

My best personal investments were a third of my net worth in Facebook at an $8 billion valuation, which allowed me to transition to Dropbox.

The partnership came together when I realized my heart wasn't in venture capital; I wanted to build. I felt lost after leaving Dropbox, where I was part of a product that 400-500 million people were using.

Our first fund was successful, with significant investments in companies like Skype and Instagram, which validated our approach and strategy in venture capital.

I was the first investor in Venmo and played a significant role in seeding Solana, which yielded almost a 2,000x return. The key to successful investing is finding ideas that others think are wrong but are actually right.

I missed out on investing in Dropbox because I canceled a meeting with Drew, which was poor investor behavior and cost me a significant opportunity.

I leveraged personal connections to get introductions to investors, which was crucial in raising my first million before Y Combinator.

I met Arash, my co-founder, through a mutual friend, and we hit it off immediately, deciding to work together on Dropbox shortly after.