All of this conversation about chat and assistance lays the groundwork for what I would look at as the future of commerce.

My entire career has been based around commerce. The Obama campaign was famous for raising boatloads of money online. My question is how do you make conversions better through mobile and e-mail.

Chicago's a flyover city. I don't think we should try to change that. But it would be really cool if we had a little more opportunity for investors to come hang out.

If there's one thing about Chicago, we take care of our own.

TechStars offers a network, and being a part of that network is an awesome opportunity.

I never would wish technology failing on any sort of opponent or enemy.

Startupfest is a very positive conference. I think a lot of it has to do with how different culturally it is from other startup or tech conferences.

When you read Trump's tweets or see candidates interact online like Jeb did with Hillary, you're like, 'Yes, it's just like my friends.' That's the magic.

When you have a good vision and a very large capability of impact, that's very powerful.

When I called people and said, 'Hey! Do you want to work for the president?' they usually said yes. I had 2 people say no. One person said no because they were a Republican; one person said no because they're a Libertarian.