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368: Match Humans, Not Keywords: Inside Jobright’s AI Talent Matching with Serial Entrepreneur Eric Cheng

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Eric Cheng is co-founder and CEO of Jobright, the AI career copilot serving more than 550,000 users. After building core backend systems at Box and scaling Fangcloud to acquisition, he turned his focus to fixing what’s broken in hiring. His perspective blends engineering depth with a human-centered approach to matching talent and opportunity.

In this conversation we discussed:

Why Eric created Jobright after interviewing 150 young professionals and discovering a gap in personalized job search support.

How Jobright reframes hiring as a “matching” problem and uses AI to…

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