You intentionally start small, because you will not be able to compete with an incumbent... because the incumbent is always going to go for the full solution.

Tip: Take the stodgiest, oldest, slowest moving industry you can find. And build amazing software for it.

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

A lot of being productive personally is determined by how you organize your entire business. You can't separate those two things.

If you're in your early 20s and you're hanging out with a bunch of other people in their early 20s, nobody has a sense of the kinds of problems that real 'workers' run into every day. They're running into a completely different set of problems like 'what's the party going on right now that I should be going to?

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.

I tend to not discriminate when it comes to people I can learn from. Basically, if someone has built a meaningful business in software, technology or media, faced disruption and adversity, and overcame underdog status, I want to know how they did it.