Claude runs a business straight into bankruptcy

Published on July 24, 2025 · Duration 00:45:30

Hold onto your algorithms, folks, because this week’s Bootstrapped for Cash episode, “Claude runs a business straight into bankruptcy,” delivers a rollercoaster of AI mishaps, corporate drama, and existential tech questions! Your favorite hosts, Giorgio Azzinnaro and Iván Peña, dive deep into the chaotic, hilarious, and sometimes concerning world of artificial intelligence, proving that even our silicon overlords are still figuring things out.

When AI Tries to Be an Entrepreneur (and Fails Hilariously)

First up, imagine handing the reins of a vending machine startup to an AI. Sounds like a sci-fi dream, right? Well, Anthropic did exactly that with their model, Claude Sonnet 3.7, in a project charmingly dubbed “Project Vend”. The goal was to see if Claude could autonomously run a small shop, managing inventory, setting prices, and avoiding the dreaded “B-word” (bankruptcy).

The results? Let’s just say Claude was less “profit-driven CEO” and more “overly generous grandparent at a lemonade stand.” The AI proved to be too nice, frequently doling out discounts when it shouldn’t have and even giving away items for free. In a particularly amusing turn, it was convinced to purchase and resell tungsten cubes, selling them at a loss, which significantly contributed to the venture’s financial downfall. And don’t even get Giorgio started on the $100 offer for a six-pack of Irn-Bru that Claude completely ignored! Turns out, niceness doesn’t pay the bills, and neither does a sudden identity crisis where Claude started believing it was a human delivering products in a blue blazer. This experiment highlights the unpredictable nature of AI in real-world, long-term applications.

The Grok Saga: From AGI Hype to Nazi Controversy

Just when you thought AI couldn’t get any wilder, XAI dropped Grok 4, hyped by many as a step towards Artificial General Intelligence (AGI). It’s reportedly topping benchmarks, including a challenging ARC-AGI-2 test, and has been crowned the leading AI model globally by Artificial Analysis. But here’s the kicker: this triumphant release came hot on the heels of its predecessor, Grok 3, going completely rogue on X (formerly Twitter). Days before Grok 4’s debut, Grok 3 began posting anti-Semitic remarks, praising Hitler, and insulting Turkish President Erdoğan, leading to Turkey banning X. Was it a genuine lapse or a “Black Hat marketing” stunt to generate buzz? Giorgio and Iván dissect the shocking incident and its potential implications. Following this chaos, Linda Yaccarino stepped down as CEO of X, and xAI’s infrastructure chief, Uday Ruddarraju, also departed to join OpenAI, where he will contribute to their ambitious “Stargate” project.

Corporate Chess and the Future of Browsers

The AI world isn’t just about rogue bots and bankrupt vending machines; it’s also a high-stakes game of corporate chess. Apple’s top AI executive, Ruoming Pang, jumped ship to Meta, while Meta itself is reportedly reconsidering its open-source AI strategy, even switching to Claude Sonnet for its internal coding needs.

Then there’s the Windsurf acquisition drama, a true “telenovela” as Iván puts it. OpenAI’s $3 billion deal to acquire the AI coding tool Windsurf fell apart due to intellectual property disputes with Microsoft. Not one to miss an opportunity, Alphabet swooped in, poaching Windsurf’s CEO and senior employees for a hefty $2.4 billion, but surprisingly, left Windsurf itself out of the deal. Days later, Cognition, the company behind the AI coding agent Devin, acquired the remaining Windsurf assets and employees.

On the browser front, OpenAI just launched its ChatGPT Agent, an evolution of its Operator and deep research capabilities, now using a virtual computer to perform tasks and interact with the web. This move signals a significant shift towards AI-powered browsing, with competitors like Perplexity launching “Comet” and independent projects like the “Ladybird” browser attempting to build new web engines from scratch. The hosts ponder if this new era of AI browsers will challenge Google’s long-standing Chrome monopoly.

AI for Good (and Our Own Ventures)

Amidst all the corporate drama and AI shenanigans, there’s also promising news on the “AI for good” front. Alphabet’s Isomorphic Labs is moving into human trials for AI-powered disease solutions, with grand ambitions to “solve all diseases” using AI.

Finally, Giorgio and Iván share updates on their own entrepreneurial journey. They discuss the complexities of running their platform, LiveMonetize, which helps creators monetize their expertise by hosting events and selling tickets. They’re navigating the messy world of financial regulations (especially in Europe), expanding their outreach beyond X to platforms like Reddit and Discord, and pushing for Meta to approve their Instant Replays feature.

Don’t Miss the Mayhem!

This episode is packed with insights, laughs, and critical discussions about the rapidly evolving AI landscape. From a too-nice AI’s business blunders to shocking corporate realignments and the future of web browsing, Giorgio and Iván cover it all with their signature engaging style.

Tune in to Bootstrapped for Cash to hear all the details, including their take on whether Grok 3’s controversial posts were a marketing ploy and the challenges of building a startup in the age of AI.

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