As much as business owners know the importance of hiring, they also know it means paperwork. Lots of it. Health insurance, taxes and payroll typically require separate software, while the hardware, security passwords, and applications employees need to do their job exist within their own set of systems. To top it all off, the HR industry as a whole has been slow to embrace technology, perpetuating these complex processes.

Parker Conrad struggled with these challenges himself when he founded his first company, SigFig, in 2007.  After spending hours repeatedly faxing employee records at Kinko’s for every new hire, he knew the HR industry was ripe for a revamp. 

In this episode, host Ilana Strauss finds out how this realization led him to start–and leave–Zenefits, why he spent nearly two years in his basement building a new product, and how it all led to the launch of Rippling in 2018, a company now valued at more than $6.5 billion.

You’ll hear from founder Parker Conrad about the struggle to launch his third start up, from Chief Marketing Officer Matt Epstein about the market gap for better HR software, and from HR consultant Joey Price, who explains why his industry has been slow to adopt technology. 

When It Clicked is an original podcast from ClickUp. For a transcript of this episode and other extras, check out When It Clicked - Rippling.