Haile is the founder of Scroll, the company dedicated to solving the problem of how to have sustainable quality journalism on a free and open web.

In 2009 Haile founded Chartbeat, a company he left in 2016 but where he keeps an advisory role. Haile is also an adjunct Professor of media and technology at Stanford University since May 2016. He created the course “Disrupting the News: How Technology is Transforming the Media” with Prof Bill Grueskin and is now teaching it.

Haile was named one of the 100 most creative people in business by Fast Company in 2012, one of Crain’s 40 under 40 in 2014.