Shell Game

Shell Game

A podcast about things that are not what they seem, hosted by journalist Evan Ratliff. Season 2 tells the story of enterprise and entrepreneurship in the AI age. Or: how Evan tried to build a real startup, run by fake people. This season, Evan confronts head-on the assertion from tech entrepreneurs and VCs that we’re on the precipice of AI remaking the workforce. That we should expect not just AI colleagues working alongside us, but also — by Sam Altman’s telling, at least — the dawn of a billion-dollar company with only one human involved. Evan learns what it would take to create such a company … by doing it: Launching a real startup with five AI employees. Over the course of eight episodes, he 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. Shell Game was named one of the best podcasts of 2024 by Apple, The Atlantic, The Guardian, Vulture, The Information, and The Economist. It's "riveting," says The New Yorker, "awesome" says The Verge, and "slightly terrifying," says The Globe and Mail. New episodes are published on Wednesdays. www.shellgame.co

Episodes

July 2, 2024 2 mins
What would happen if you created a digital copy of yourself, powered by AI, and set it loose in the world? Evan Ratliff, longtime tech journalist, decided to find out. He combined a clone of his voice, an AI chatbot, and a phone line—many phone lines, actually—into what are called “voice agents.” Then for the six months, he sent them out… as himself.This show is made by humans. More specifically, it’s produced and edited by Sophie ...
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This is the story of what happens when Evan Ratliff, a longtime tech journalist, makes a digital copy of himself, powered by AI, in order to understand how amazing and scary and utterly ridiculous the world is about to get. In Episode 1, Evan clones his voice, hooks it up to a chat bot and his phone line, and sends it off to tangle with customer service representatives.Shell Game is made by humans. More specifically, it's produced ...
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July 16, 2024 37 mins
Evan turns his AI-powered voice agent loose on the people who are always at the forefront of technological adoption: the fraudsters and the rip-off artists. How will the scammers and spammers react when they face Evan’s voice agent in a battle of wits? And what happens when they deploy the same kind of AI voice agents on Evan that he’s using on them? Shell Game is made by humans. More specifically, it's produced and edited by Sophi...
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July 23, 2024 33 mins
Evan takes his experiment in a new direction by having his AI-powered voice agent converse with … another of his AI-powered voice agents. What can these surreal and hilarious conversations between two AI incarnations of Evan Ratliff tell us about identity, authenticity, and the best and worst of human interaction? Enter this digital hall of mirrors to find out.Shell Game is made by humans. More specifically, it's made by three huma...
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July 30, 2024 40 mins
Evan looks into the depths of his AI-powered voice agent by sending it on a new mission: going to therapy. Shell Game is made by humans. More specifically, it's made by three humans: Evan Ratliff (host and writer), Sophie Bridges (producer), and Samantha Henig (executive producer). Visit shellgame.co to find out more and support the show. New episodes drop on Tuesdays.

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August 6, 2024 43 mins
Will AI bots replace humans in the workforce? Could one replace Evan… right now? That’s what we tackle on this week’s Shell Game, in which Evan sees just how much of his job his voice agent can handle on his behalf. Shell Game is made by humans. More specifically, it's made by three humans: Evan Ratliff (host and writer), Sophie Bridges (producer), and Samantha Henig (executive producer). Visit shellgame.co to find out more and sup...
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August 13, 2024 53 mins
Evan pushes the experiment one step further, sending his AI voice agent to talk to his closest friends and family — his buddies, his daughters, his dad. With their alternately joyful, skeptical, and painful reactions to meeting an AI version of him, he tries to come to terms with what generative AI means in this machine-made age.Shell Game is made by humans. More specifically, it's made by three humans: Evan Ratliff (host and write...
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October 10, 2025 2 mins

The next season of Shell Game arrives November 12.

See omnystudio.com/listener for privacy information.

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November 5, 2025 2 mins

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 w...

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November 12, 2025 32 mins

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 ...

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November 19, 2025 37 mins

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 ...

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November 26, 2025 40 mins

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 Univers...

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December 3, 2025 40 mins

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.

To sign up for our newsletter and access ad-free episodes, visit shellgame.co.

See omnystudio.com/listener for privacy information.

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December 10, 2025 41 mins

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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December 17, 2025 37 mins

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. 

To sign up for our newsletter and access ad-free episodes, visit shellgame.co.

See omnystudio.com/listener for privacy information.

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January 14, 2026 53 mins

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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