Bootstrapping In America is tastytrade's spotlight on the best and brightest of the entrepreneurial community in Chicago and beyond. Meet the innovative men and women leading the companies featured in this week's episodes!

Bryan Smith | ThinkData Works

Bryan Smith is the co-founder and CEO of ThinkData Works, a Toronto-based startup that partners with businesses providing services to millions of people attempting to disrupt specific sectors.

Open data could add so much to the understanding of a city without even being there.
— Bryan Smith

Ben Baldwin | ClearFit

Ben Baldwin is the Founder of ClearFit, a leader in Predictive Job Matching: patented technology that predicts who will succeed at which job and why, in one step.  Their software allows companies to easily find applicants and instantly identify which ones are the right one's for the job.

One of the biggest issues is there could be attributes that are completely invisible that are the most important attributes.
— Ben Baldwin

Juan Gonzalez | Videogami

Juan Gonzalez is the founder of Videogami.  The company is a web-based platform that allows anyone to create instant vignettes from videos so they can amplify the reach of events through social media.

We help broadcasters and producers of live events their best moments and build an audience base on their best moments.
— Juan Gonzalez

Steve Croth |FlipGive

Steve Croth is the founder of FlipGive. The company is a fundraising platform where people raise money by shopping online.  FlipGive is a unique "shop to give" platform that is used by schools, clubs, teams, and causes to create mutually beneficial relationships between members and sponsors. 

It’s really about you’re getting your friends and family to shop for things they want and need.
— Steve Croth

Blair Livingston | StreetContxt

Blair Livingston is the CEO and Founder of Street Contxt.  The company is a global knowledge exchange for institutional finance.  They are an exchange for financial content for institutional investors, hoping to create a more efficient capital markets system.

The big thing for us; how do you create a market where people could choose what content they want.
— Blair Livingston

What are your favorite episodes of BSA? Who would you like to see on the show? How about you?! Drop us a note in the comments below, send a Tweet to @BootstrappingIA, or send an email to! 

Tune in to catch a brand new interview on Bootstrapping In America Live Monday - Friday at 9:40am CT on!