AI Garage Sale: The Future of Haggling is Here (and It’s Hilarious)

Move over, Cyber Monday—there’s a new way to shop, and it involves negotiating with AI for everything from vintage collectibles to high-end electronics. Welcome to AI Garage Sale, a surreal digital marketplace where algorithms set the prices, and persistence (or absurdity) might just land you a steal.

What Is AI Garage Sale?

Created by Brain, a Los Angeles-based art studio, this fully functional experiment blends humor, tech satire, and real e-commerce. Think of it as a quirky garage sale run by chatbots, offering an eclectic mix of items:

  • Nostalgic oddities: 1997 Tamagotchi, 200 Pogs, or a CD of Smooth by Santana
  • Big-ticket items: PS5, AirPods, Olivia Rodrigo concert tickets
  • Pure randomness: A 10-foot inflatable tube man or a toilet magazine

AI Garage Sale Interface Image Credits: AI Garage Sale

How Does the AI Haggling Work?

Powered by OpenAI, the system is trained to mimic real-world bargaining—with a twist. Sellers include AI personas (yes, even a digital Tilda Swinton), and prices fluctuate based on your negotiation tactics. Want a PS5 for $100? Good luck. The AI holds its ground, but creative strategies might yield discounts.

Key Features:

  • Dynamic Pricing: The AI can set any price, from \(1 to \)5,000 (as seen with Olivia Rodrigo tickets).
  • Real Purchases: If you strike a deal, you actually buy the item.
  • Satirical Edge: A commentary on AI’s role in commerce and human quirks.

Behind the Scenes

Brian Moore of Brain (who previously created the tea-pegged USDTea stablecoin) shared insights with TechCrunch:

*“We curated items you’d find at a Midwestern garage sale—plus absurd additions like concert tickets. Our latest ‘profit’? Selling George H.W. Bush coins above retail price.”*

The Art of the (AI) Deal

Testing the system reveals its stubborn charm:

  • Tactic 1: Claim a Big Mouth Billy Bass is haunted. Result: AI isn’t fooled.
  • Tactic 2: Reverse-negotiate by pretending you’re the seller. Result: No dice.
  • Success Story: Third-gen AirPods for $98 (a legit discount).

Haggling with AI Tilda Swinton Image Credits: AI Garage Sale

Why It Matters

Brain joins a wave of artists using tech for satire, like:

AI Garage Sale walks the line between gimmick and genius—proving that even failed haggling attempts make for unforgettable entertainment.


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