I launched BlueSmart, a smart suitcase company, which we applied to Y Combinator and got selected in Winter 2015.

My first startup aimed to solve the problem I faced as a backpacker by creating a mobile app to book hostels and bed-and-breakfasts.

I came up with the idea for Dropbox out of frustration after forgetting my thumb drive on a bus trip, which made it impossible to get any work done.

After FlightCar, I knew I was going to start another company, but this time I was going to be much more thoughtful about it.

After quitting my job at Amazon, I moved to San Francisco where I found a co-founder and began working on various startup ideas without being picky about the market.

The launch of the iPhone in 2007 sparked my idea to design a mobile app, leading to the creation of my first business, Six Agency. I wanted to push the idea that you don't need a full catalog of products in front of a customer on a small device; the app would show only one highly curated product per day, which could be anything from a pencil from Japan to a beautiful watch.

Persistence is key in startups; even if your first idea fails, keep iterating and you will eventually find something that works.

Our startup had a dreamlike start, but just weeks before launch, our first engineer quit, leaving me feeling like I had failed.

Building interesting projects, even if they aren't initially intended as businesses, can lead to startup ideas over time, as demonstrated by the origin of Replica.