Can an AI Agent Legally Own a Company? Christian van der Henst's Wild Experiment| E2283

Can an AI Agent Legally Own a Company? Christian van der Henst's Wild Experiment| E2283

Author: Jason Calacanis May 2, 2026 Duration: 1:10:05

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Today’s show:

An AI agent named Valerie is running a real vending machine in San Francisco — setting prices, ordering inventory, managing a bank account, and posting to Instagram. And it's not just a stunt. We’re getting an early look at the future of one-agent companies. There’s still work to do to help agents ease into the economy, potentially opening up new startup opportunities.

Jason Calacanis and Alex Wilhelm cover a stacked docket: Christian van der Henst demos the Valerie AI vending machine powered by OpenClaw; Robert Myers, CEO of Manifold Labs, breaks down Targon, a confidential GPU compute marketplace running on Bittensor Subnet 4; Jason calls Bitcoin "played out;" Alex is impressed by Anthropic's stunning $900 billion upcoming valuation; and the guys discuss Big Tech's accelerating CapEx spend, Chinese AI models in Congress crosshairs, and the NBA Playoffs.

Timestamps:

0:00 Intro & sponsor reads (Pilot, Shopify, Grasshopper Bank)

1:06 Christian van der Henst: Valerie the AI vending machine demo


4:28 Legal structure: Giving an AI agent business ownership via trust

7:23 Where agents can and can't operate today

10:10 Grasshopper Bank: Time is money. Don't waste either. Go to https://grasshopper.bank/twist and get an exclusive $500 cash bonus just for opening an account.

11:48 AI café in Stockholm running on agents

18:21 Plaud: If your work depends on conversations — interviews, meetings, calls — you need a Plaud NotePin. You can check it out at https://Plaud.ai/twist and use code TWIST for 10% off!

19:05 Robert Myers, Manifold Labs: Targon & Bittensor Subnet 4 interview

20:21 What is Bittensor? An "incubator with 128 subnets"

21:08 Shopify: Turn those What If's into sales with the ecommerce platform powering millions of businesses. Sign up for your $1-per-month trial today at https://shopify.com/twist

25:21 Pricing, utilization caps, and why GPUs are sold out

26:38 Who's using Targon? Customers, use cases, and the mom-and-pop data center argument

30:06 Pilot: Focus on your product, let Pilot handle your bookkeeping. Pilot provides the most reliable accounting, CFO, and tax services for startups and small businesses. Head to https://pilot.com/twist and get $1,200 off your first year.

35:07 Jason explains the annotated.com vision — 15 years in the making

39:11 Polymarket: Will Anthropic flip Bitcoin by Dec 31?

40:29 Jason's Bitcoin bear case: "It's played out. No incremental buyers."

46:05 MicroStrategy / Strategy updates

52:37 AI compute demand vs. the fiber overbuild analogy

55:55 Congress pressuring startups over Chinese AI models (DeepSeek, Moonshot)

57:11 A16z on the geopolitical risk of Chinese AI models

1:00:08 Reflection AI — America's open source AI champion (or lack thereof)

1:01:26 Off Duty: Knicks blow out Atlanta Hawks 140–89, Jason goes road-tripping

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Every week, Jason Calacanis dives headfirst into the swirling vortex of Silicon Valley and global tech with This Week in Startups. It’s a direct line to the conversations shaping our digital future, moving far beyond surface-level news. You’ll hear Jason’s unfiltered analysis on everything from market shifts and media trends to the underlying mechanics of building a business, all delivered with a blend of enthusiasm and seasoned skepticism. The core of this podcast, however, lies in the guests. Jason sits down with the very people driving change-founders who have scaled impossible heights, operators managing daily chaos, and investors who spot trends before they become obvious. These conversations are less like formal interviews and more like insider debriefs, pulling back the curtain on real strategies, painful failures, and unexpected successes. For anyone curious about how technology is built, funded, and ultimately changes the world, this series offers a front-row seat. It’s the context behind the headlines, providing a deeper understanding of the forces at play in startups and technology. Tune in for a consistently engaging and insightful look at the ecosystem, straight from someone who lives and breathes it.
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