In a user lead model, users are bringing in their own technology... and you can build software then, around the user.

In an IT lead world, incumbents generally win because they have the existing relationship with the IT organization.

Sometimes things are the way they are and can't be changed, other times it's because no one ever tried. Your job is to find the latter.

Any time where the delta b/w what is possible and how things work today is at its widest, that's an opportunity to go build new technology.

All we're really doing is repeating technologies that were tried 10, 20, 30 years ago... it's just that it was too expensive, too unusable, and we didn't have the enabling technologies to make it possible.

You can keep 'consumer' DNA at the center of your product. That will always mean that adoption is easier.

I think I'm the kind of person who would be very difficult to employ - I'm pretty annoying, but driven.