If you love a great comeback story, you’ll be hard-pressed to find a more dramatic one than Parker Conrad, the former CEO of Zenefits. A legendary Silicon Valley serial entrepreneur, Conrad took Zenefits on a meteoric rise to a $4.5 billion valuation just three years after launching the company in 2013.
But there is rarely gain without pain. After the company ran afoul of compliance issues, Conrad stepped down as CEO in 2016. Undeterred, Conrad founded a new startup within months of leaving Zenefits.
Rippling, a promising, high-flying HR and IT software company, hit a valuation just slightly n
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