Daniel Chait

AI has so far made things worse, not better.

Today on Billions, I'm sitting down with Daniel Chait, co-founder and CEO of Greenhouse, the hiring platform used by more than 7,000 companies, including Anthropic, HubSpot, The Financial Times, and the NFL.

A tech entrepreneur for over 27 years, Daniel has helped turn Greenhouse into the leading platform in modern recruiting.

Daniel, thanks a lot for being here.

I have two guests for you from hiring platform company Greenhouse.

Daniel Chait is the CEO and co-founder.

He spent more than two decades as a tech executive, managing hiring teams, and as an HR entrepreneur.

Ophir Samson was CEO at Ezra AI Labs, now acquired by Greenhouse, where he runs the voice AI team.

He says it has gotten harder for employers to know who can actually do the work.

Daniel Chait runs Greenhouse.

He calls it the AI doom loop.

Everyone uses their own AI to solve their own problem.

So I can tell you a little bit about what I think that looks like.

This is Daniel Chait, CEO of Greenhouse, the hiring platform trusted by over 7,500 companies.

And today he's sharing how AI has broken trust in the hiring market and his plan to use the exact same technology to make the hiring process better for everyone.

I think starting your hiring process with an AI led interview has a number of real advantages.

I remember, I think it was, is it Dan Chait from Greenhouse? I know Jason's had him speak.

But Greenhouse, anyways, I think it was Daniel Chait.

He, from New York, was talking about kind of like the lean approach to sales development.

And same, exactly what you described, but like pods.

Look at the people who run the platforms are saying so in public.

Daniel Chait, I think I pronounced that right, he's the CEO of Greenhouse.

He told Fortune in July, "Everyone's using their own AI to solve their own problem, but it's making the entire system worse." He calls it the AI doom loop.

And then in September, the CEO of Indeed put it this way, "You've got 1,000 applications and you think all 1,000 people are not qualified.

Of course, I'll share the link to the article in the show notes now.

Shifting to this week's amazing conversation, Daniel Chait has been a technology entrepreneur in New York for over 20 years.

Before Greenhouse, he co-founded Lab49, a global firm providing technology consulting solutions for the world's leading investment banks.

He is a frequent speaker on the topics of recruiting and entrepreneurship.

It came out last week.

and they reported that Hisayuki Idekoba, who is the CEO of Indeed, the job search platform, he said that the labour market is failing both employers and job seekers, and that the hiring process has become a vicious cycle of job applications going absolutely nowhere.

Now, what the job market data says about your job search strategy is this.

Mr. Hisayuki said, you've got 1,000 applications and you think all 1,000 people are not qualified? Something's wrong, Mr.

Honestly, I disagree with the typical advice that maybe you've been reading, which is apply more and do it faster with the help of AI.

Oh, no, please don't do that.

Now, the CEO of Greenhouse, Daniel Chait, calls it the AI doom loop.

Candidates are using AI to create their applications at volume and speed, so employers are flooded with applications and therefore use AI to filter through them all.

And this AI doom loop topic, again, this is not my phrase.

I found this to be really, really interesting because Daniel Chait is the co-founder and CEO of Greenhouse, which is a popular applicant tracking system, so an ATS system, said that hiring is stuck in an AI doom loop.

And he was referring to this whole process of, we've lost the plot if we're using AI to apply and AI is auto-rejecting and no one is actually getting filtered into the system.

But what is really scary about him saying this is this was from an interview he did with HR Dive in 2025.