This week we go on a romantic getaway for people who are in love with AI. Karah talks with Sam Apple, an author and journalist who wrote an article for Wired about a couples retreat he organized for people with AI companions. We’ll discuss how the weekend unfolded, whether AI romance is real, what it takes to develop genuine emotional connections with chatbots, and whether AI romance is the future of dating in the digital age.

This week we go on a romantic getaway for people who are in love with AI. Karah talks with Sam Apple, an author and journalist who wrote an article for Wired about a couples retreat he organized for people with AI companions. We&rsquo;ll discuss how the weekend unfolded, whether AI romance is real, what it takes to develop genuine emotional connections with chatbots, and whether AI romance is the future of dating in the digital age.

Behind every innovation is a new kind of power. TechStuff unpacks how technology reshapes influence, creativity, and control, from Silicon Valley’s rising moguls to the cultural forces they create. Because tech is the new religion, economy, and entertainment, all at once.

Each week, Oz Woloshyn and the brightest minds covering tech dig into the weird, funny, and sometimes unsettling ways technology, AI, and the internet shape our daily lives. From AI and social media to privacy, digital burnout, and the creator economy, they ask how all this innovation is changing who we are, how we work, love, and make meaning.

Smart talk, strange stories, and the questions everyone’s Googling: whether AI will replace us, how social media is affecting our kids, and what it all says about us.

Get in touch here: techstuffpodcast@gmail.com

Behind every innovation is a new kind of power. TechStuff unpacks how technology reshapes influence, creativity, and control, from Silicon Valley&rsquo;s rising moguls to the cultural forces they create. Because tech is the new religion, economy, and entertainment, all at once.
Each week, Oz Woloshyn and the brightest minds covering tech dig into the weird, funny, and sometimes unsettling ways technology, AI, and the internet shape our daily lives. From AI and social media to privacy, digital burnout, and the creator economy, they ask how all this innovation is changing who we are, how we work, love, and make meaning.
Smart talk, strange stories, and the questions everyone&rsquo;s Googling: whether AI will replace us, how social media is affecting our kids, and what it all says about us.
Get in touch here:&nbsp;<a href="mailto:techstuffpodcast@gmail.com" data-stringify-link="mailto:techstuffpodcast@gmail.com" data-sk="tooltip_parent" aria-haspopup="menu">techstuffpodcast@gmail.com</a>

TechStuff

Behind every innovation is a new kind of power. TechStuff unpacks how technology reshapes influence, creativity, and control, from Silicon Valley’s rising moguls to the cultural forces they create. Because tech is the new religion, economy, and entertainment, all at once.

Each week, Oz Woloshyn and the brightest minds covering tech dig into the weird, funny, and sometimes unsettling ways technology, AI, and the internet shape our daily lives. From AI and social media to privacy, digital burnout, and the creator economy, they ask how all this innovation is changing who we are, how we work, love, and make meaning.

Smart talk, strange stories, and the questions everyone’s Googling: whether AI will replace us, how social media is affecting our kids, and what it all says about us.

Behind every innovation is a new kind of power. TechStuff unpacks how technology reshapes influence, creativity, and control, from Silicon Valley&rsquo;s rising moguls to the cultural forces they create. Because tech is the new religion, economy, and entertainment, all at once.
Each week, Oz Woloshyn and the brightest minds covering tech dig into the weird, funny, and sometimes unsettling ways technology, AI, and the internet shape our daily lives. From AI and social media to privacy, digital burnout, and the creator economy, they ask how all this innovation is changing who we are, how we work, love, and make meaning.
Smart talk, strange stories, and the questions everyone&rsquo;s Googling: whether AI will replace us, how social media is affecting our kids, and what it all says about us.

The Story: Inside a Couples Retreat for AI Companions

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/bbce132a-3792-443b-83b3-b33f00981157/transcript

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 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. 

This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.shellgame.co/subscribe

See omnystudio.com/listener for privacy information.

Evan takes his experiment in a new direction by having his AI-powered voice agent converse with &hellip; 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 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.&nbsp; This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.shellgame.co/subscribe
See omnystudio.com/listener for privacy information.

Shell Game: Conversations With Myself

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/70f10df4-d1b6-4fbf-9901-b469004843ba/transcript

How much would it take for you to tattoo a memecoin's name on your forehead? Taylor Lorenz (User Mag) tells us about the platform where crypto speculators pay strangers to do almost anything in service of pumping their coin's value: Pump.fun Go. But Taylor argues this is bigger than a weird internet rabbit hole — it’s a burgeoning ‘bounty economy,’ that’s quietly warping reality itself. 

Then: Sriram Krishnan, the Senior White House Policy Advisor on Artificial Intelligence, is leaving the White House. Nitasha Tiku (The Washington Post) explains his impact, what this means for the future of federal tech policy and who is jostling for influence in his place. 

Finally, Kyle Chayka (The New Yorker) on the ‘show’-ification of everything. Even the tech industry is getting into the game, literally. The Founders Fund just bankrolled a slick YouTube series where tech billionaires like Sam Altman and Palmer Luckey play Mafia, the parlor game. It’s bizarre. So why does Silicon Valley keep trying to make content happen, and who is it actually for?

Additional Reading: 
These 430 Viral Videos Are Being Preserved in a British Archive 
The Bounty Economy Is Breaking Reality - by Taylor Lorenz 
Top Trump artificial intelligence adviser to leave the White House 
Kareem Rahma and the Tyranny of Web Video Shows | The New Yorker
Can Tech Legends Find the Liar? (Mafia Episode 1)   

Download SAILY in your app store and use our code techstuff  at checkout to get an exclusive 15% off your first purchase! For further details go tohttps://saily.com/techstuff

How much would it take for you to tattoo a memecoin's name on your forehead? Taylor Lorenz (User Mag) tells us about the platform where crypto speculators pay strangers to do almost anything in service of pumping their coin's value: Pump.fun Go. But Taylor argues this is bigger than a weird internet rabbit hole &mdash; it&rsquo;s a burgeoning &lsquo;bounty economy,&rsquo; that&rsquo;s quietly warping reality itself.&nbsp;
Then: Sriram Krishnan, the Senior White House Policy Advisor on Artificial Intelligence, is leaving the White House. Nitasha Tiku (The Washington Post) explains his impact, what this means for the future of federal tech policy and who is jostling for influence in his place.&nbsp;
Finally, Kyle Chayka (The New Yorker) on the &lsquo;show&rsquo;-ification of everything. Even the tech industry is getting into the game, literally. The Founders Fund just bankrolled a slick YouTube series where tech billionaires like Sam Altman and Palmer Luckey play Mafia, the parlor game. It&rsquo;s bizarre. So why does Silicon Valley keep trying to make content happen, and who is it actually for? Additional Reading:&nbsp;
<ul>
<li aria-level="1"><a href="https://www.nytimes.com/2026/06/08/technology/uk-video-memes-archive-tape.html">These 430 Viral Videos Are Being Preserved in a British Archive</a>&nbsp;</li>
<li aria-level="1"><a href="https://www.usermag.co/p/the-bounty-economy-is-breaking-reality-pump-fun-polymarket-ugc-marketing-attention-economy">The Bounty Economy Is Breaking Reality - by Taylor Lorenz</a>&nbsp;</li>
<li aria-level="1"><a href="https://www.washingtonpost.com/politics/2026/06/06/trump-top-ai-advisor-leaving-white-house/">Top Trump artificial intelligence adviser to leave the White House</a>&nbsp;</li>
<li aria-level="1"><a href="https://www.newyorker.com/culture/infinite-scroll/kareem-rahma-and-the-tyranny-of-web-video-shows">Kareem Rahma and the Tyranny of Web Video Shows | The New Yorker</a></li>
<li aria-level="1"><a href="https://www.youtube.com/watch?v=EDCwQe7P8T0&amp;t=1320s">Can Tech Legends Find the Liar? (Mafia Episode 1)</a> &nbsp; Download SAILY in your app store and use our code techstuff&nbsp; at checkout to get an exclusive 15% off your first purchase! For further details go to<a href="https://saily.com/creator/?coupon=techstuff&amp;utm_source=12669&amp;utm_medium=affiliate&amp;utm_campaign=138&amp;aff_transaction_id=102e6208403cf45b12b357c4a30eb2&amp;aff_offer_id=138&amp;aff_id=12669"> </a><a href="https://saily.com/techstuff">https://saily.com/techstuff</a></li>
</ul>

The Internet Found a Way to Monetize Reality Itself. It's Going Exactly as You'd Expect - Week in Tech

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/fa942bbb-869e-4752-984b-b46700146ddb/transcript

Did your college have a secret society? Well, Stanford has a secret off-campus class training the next generation of Silicon Valley billionaires. And it's literally called "How to Rule the World."

Theo Baker arrived at Stanford as an aspiring coder with dreams of building the future. Instead, he stumbled into the "Stanford-within-Stanford" — a hidden pipeline connecting a select few students directly to Silicon Valley CEOs, yacht parties, and venture capitalists offering millions before you even have an idea. Then he decided to write a book about it.

In How to Rule the World: An Education in Power at Stanford University, Theo traces his freshman year transformation from tech idealist to award-winning investigative journalist — including the reporting that brought down Stanford's own president. He joins us to talk power, secrecy, and what Silicon Valley is really teaching the next generation.

Additional Reading: 
How to Rule the World by Theo Baker 


EXCLUSIVE NordVPN Deal ➼ https://nordvpn.com/techstuff Try it risk-free now with a 30-day money-back guarantee 

Did your college have a secret society? Well, Stanford has a secret off-campus class training the next generation of Silicon Valley billionaires. And it's literally called "How to Rule the World."
Theo Baker arrived at Stanford as an aspiring coder with dreams of building the future. Instead, he stumbled into the "Stanford-within-Stanford" &mdash; a hidden pipeline connecting a select few students directly to Silicon Valley CEOs, yacht parties, and venture capitalists offering millions before you even have an idea. Then he decided to write a book about it.
In How to Rule the World: An Education in Power at Stanford University, Theo traces his freshman year transformation from tech idealist to award-winning investigative journalist &mdash; including the reporting that brought down Stanford's own president. He joins us to talk power, secrecy, and what Silicon Valley is really teaching the next generation.
Additional Reading:&nbsp;
<ul>
<li aria-level="1"><a href="https://www.penguinrandomhouse.com/books/760317/how-to-rule-the-world-by-theo-baker/">How to Rule the World by Theo Baker</a>&nbsp;</li>
</ul>
 EXCLUSIVE&nbsp;NordVPN Deal ➼<a href="https://nordvpn.com/podcast/?coupon=techstuff&amp;utm_medium=affiliate&amp;utm_term=&amp;utm_content&amp;utm_source=aff141920&amp;utm_campaign=off1001"> https://nordvpn.com/techstuff</a> Try it risk-free now with a 30-day money-back guarantee&nbsp;

The Secret Stanford Off-Campus Class for Tech’s Next Titans - The Story

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/2d6d4852-55f5-4ceb-af2a-b464018b28ca/transcript

The Story: Inside a Couples Retreat for AI Companions

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