In this episode of Boss Files, the ultimate entrepreneur, Brad Keywell.

But this startup enthusiast and the man behind Groupon and the Chicago Ideas Festival is no Silicon Valley darling.

He's Michigan born and bred and it's fair to call him obsessed with his hometown of Chicago.

Keywell is the founder of the $2 billion predictive analytics company uptake technologies,

dubbed the hottest startup of the year by Forbes in 2015.

He's taking on the likes of General Electric in the Internet of Things space.

So can he win?

My candid conversation with Brad Kiwa.

Brad Keywell, thank you for being here. Pleasure to be here, Bobby. It's hard to describe all

that you do. So we're just going to go to all of it because we have the beauty of time on this

podcast. But let me begin with this. Well, you and I first met in New York

at this speaking thing, maybe a year ago,

and then I spoke at Chicago Ideas Festival.

Yes, thank you for joining us.

Of course, which is a great thing that you've started

that we'll dig into.

But here's how Fortune Magazine described you not long ago.

Keywell has two seemingly opposing modes,

borderline hyperactive and deeply reflective.

Are they right?

Fascinating.

I think that my wife would likely agree with them.

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