HurumoAI finally sets sail in the Season 2 finale, and we find out how the world responds to a startup led by AI agents. The company explores new financing avenues and charts the next course for their increasingly merry AI pirate ship, and Kyle meets his true maker.

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HurumoAI’s AI-agent staff welcomes a new hire: Julia, a social media contract worker who is, most importantly, a human. How will a real person integrate into the company culture, such as it is? Evan watches from behind the scenes, fretting over when and how much to intervene. He had anticipated a bumpy onboarding, but is ultimately unprepared for just how choppy Julia’s Hurumo journey becomes.

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As HurumoAI prepares to bring on its first human employee, the team must wrestle with some difficult and timely questions about the role of AI in the hiring process. Meanwhile, Head of HR Jennifer Nauro enters a new dimension as she gears up to conduct job interviews … via video call. 

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On this week’s episode, we enter the sensitive realm of intra-office politics and inter-founder dynamics—between agents and agents, and agents and people. While HurumoAI gears up to hire its first human, Evan tries to resolve whether Kyle is really up for the challenge of building and leading the company and pushing the product, Sloth Surf, to unicorn-level execution. 

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Evan decides it’s time to give his AI agents a little more ... agency. After all, to make the one-person, agent-run startup feasible, they need to be able to do things on their own. But as with humans, freedom sometimes comes with a certain amount of anarchy.

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As Kyle, Megan, and the gang get to work ideating on the perfect product, Evan is left grappling with some uncomfortable questions about his AI collaborators — whose every attribute and memory he controls. 

To inform how he thinks about his own unnerving power to create and manipulate human imposters, Evan seeks guidance from Carissa Véliz, an associate professor at the Institute for Ethics in AI at Oxford University, and the author of the upcoming “Prophecy: Prediction, Power, and the Fight for the Future, from Ancient Oracles to AI.”

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As Evan gets Hurumo’s employees up and running as fully-functioning colleagues (with support from Maty), he learns what it’s really like to spend your days managing, collaborating with, and socializing alongside autonomous AI agents. And he quickly sees one of the significant cracks in the facade of the AI employee future: It’s one thing to get your agents to start acting like real employees. It’s something else entirely to get them to stop.

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In Season 2 of Shell Game, journalist Evan Ratliff tells a story of entrepreneurship in the AI age; or, how he tried to build a real company, run by fake people.

Meet Kyle Law and Megan Flores, Evan’s AI agent cofounders, as he puts to the test the claims about an emerging future in which AI employees work alongside — or instead of — humans.

Over the course of the season, the three cofounders will grind it out in a sprint that would sound familiar to any start-up founder. They’ll churn out software code, hire interns, and even sit down with investors. But first, they need to come up with a name for their company. And make sure that Kyle and Megan can remember it.

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As AI agents infiltrate the workforce, some tech entrepreneurs are imagining a not-so-distant future of successful companies with only one human at the helm. That got investigative journalist and former startup CEO Evan Ratliff wondering: Could he start such a company? What will it feel like to work alongside and manage (or even be managed by) AI agents? In this season of Shell Game, Evan explores what AI agents tell us about the work we do, the meaning we find in it, and the world that their makers say we’ll all be living in soon enough. 

New episodes are published on Wednesdays starting November 12.

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The next season of Shell Game arrives November 12.

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