More than 32 employees at HR tech company Rippling are failed founders. Insider spoke with the company's cofounder and CTO and head of people to learn why. This article is part of a series called "Leaders by Day," which takes a look at how prominent business leaders are tackling various challenges in today's economy. When HR tech company Rippling cofounder and CTO Prasanna Sankar founded social network LikeALittle in 2009, the company attracted 20 million pageviews in six weeks, only to collapse three years later. It was a difficult time of introspection for the tech entrepreneur. Sankar said he experienced serious burnout after LikeALittle and decided to leave Silicon Valley. He moved to the Netherlands briefly to recharge and consider what he wanted his next steps to be.