How has a failure, or apparent failure, set you up for later success? Do you have a favourite failure?

No one has a 5.0 in real life. In fact, when you finish school, the whole notion of a GPA just goes away. When you're in school, every little mistake is a permanent crack in your windshield. But in the real world, if you're not swerving around and hitting the guard rails every now and then, you're not going fast enough. Your biggest risk isn't failing, it's getting too comfortable.

It was like switching out the engines mid-flight. I remember the day we turned on this free service, had we probably gone on for about six more months, I think we might have died as a company. That was a defining moment and that was as late as 2013. I think every great company has at least three near-death experiences.

Don't be scared of the ‘what ifs,’ because the truth is, the only failure is not trying. That's the only way you can fail. Trying and having it not work out isn't failure.