I was the first investor in Android and played a role in the early days of Dropbox, emphasizing the importance of relationships in investing.

I made a significant mistake by not investing in Facebook when I had the chance, which taught me to recognize exceptional founders without overanalyzing.

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 realized that values like 'move fast and break things' didn't apply to Dropbox as they did at Facebook, where the focus was on connecting people rather than building reliable software.

I invested in Twitter after Evan Williams returned money to investors from his failed startup, Odio, showing his integrity and commitment to his investors.

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.

My last startup, bbop, was founded in 2013 and sold to Google in 2015 for $380 million, with my portion of the proceeds committed to nonprofits through a donor-advised fund.

Facebook was always profitable from its early days, which allowed Mark Zuckerberg to maintain significant ownership and control over the company.

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.