Workday Acquires Paradox: What It Means for the Market

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Aptitude Research

The first time I heard about Paradox was in 2016, when Gerry Crispin called me and said, “You need to connect with Aaron Matos. He just built something that is going to change TA, called Olivia.” At that time, conversational AI was not a category of TA Tech. It was not something anyone had seen before.

Fast forward nearly a decade, and Olivia has evolved from a way to engage candidates during the apply process into a full end-to-end talent platform. Today, Paradox supports everything from career sites, CRM, and scheduling to onboarding and employee experience. It has become a staple for high-volume and hourly hiring — redefining how companies think about speed, candidate engagement, and recruiter productivity.

The Evolution of Paradox

Paradox’s journey mirrors the broader evolution of conversational AI and TA Tech. While most early solutions offered canned responses through text, Paradox built a platform that learns, adapts, and integrates across the hiring lifecycle. Aptitude Research has found that companies using conversational AI fill roles faster, improve first-year retention, and see higher candidate satisfaction.

Key milestones in Paradox’s evolution:

2016: Launched Olivia to simplify candidate engagement. 2018–2020: Expanded into scheduling, virtual events, and onboarding. 2021–2023:

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