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Paradox

Scottsdale, AZ Enterprise Software Acquired

Paradox is a conversational AI company that automates talent acquisition and recruitment for enterprises. Their flagship product, Olivia, is an AI-powered recruiting assistant that handles candidate screening, interview scheduling, onboarding, and candidate engagement across multiple channels including SMS, WhatsApp, WeChat, and Facebook Messenger.

Acquired

Paradox has been acquired

Acquired by Workday October 1, 2025 $1B

This company is no longer available on our private secondary market.

Overview

Company data and valuation marks are estimates and may be incomplete, stale, erroneous, or revised.

Founded

2016

Employees

700–821

Total Funding

$253.3M

3 rounds

Latest Valuation

$1.5B

December 27, 2021

Funding

Total raised $253.3M across 3 rounds

Funding data and valuation marks are estimates and may be incomplete, stale, erroneous, or revised.

Last updated 06-25-2026

Latest Round

Type

Series C

Date

December 27, 2021

Amount

$200M

Valuation

$1.5B

Lead Investors

StripesSapphire VenturesThoma Bravo
DateRoundAmount RaisedValuationLead Investors
December 27, 2021 Series C $200M $1.5B Stripes, Sapphire Ventures, Thoma Bravo
May 11, 2020 Series B $40M Brighton Park Capital
February 28, 2019 Series A $13.3M

Prominent Investors

Sapphire Ventures Thoma Bravo Indeed Willoughby Capital Blue Cloud Ventures Geodesic Capital Principia Growth Brighton Park Capital Willoughby Capital Twilio Ventures Brighton Park Capital DLA Piper Venture Fund Principia Growth Geodesic Stripes Indeed Workday Ventures Thoma Bravo Sapphire Blue Cloud Ventures

Leadership

  • Aaron Matos

    Founder & Executive Chairman

  • Adam Godson

    Chief Executive Officer

Competitors

Competitor list is illustrative and may be incomplete, stale, or erroneous.

  • eightfold.ai

    AI-powered talent platform for recruitment and workforce optimization

  • Mya Systems

    Conversational AI for recruiting and candidate engagement

  • GrayScale

    Recruitment automation and candidate screening platform

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Data collected with AI, which can make mistakes. Please double-check this information.