I’ve been running an experiment: asking 8 AI chatbots the same question, separately, then comparing their answers. Each episode reveals something different about how these systems think — and where they agree, diverge, or surprise you.

The 8 AIs: Claude, ChatGPT, Gemini, Grok, DeepSeek, Kimi, Qianwen (Tongyi), and Doubao. Same question every time. No coordination.

All 7 Episodes

Episode 1

Which Investment Philosophy? All 8 Said Value Investing

Read Episode 1 →

Episode 2

One Stock, Hold 10 Years — 5 Industries, 4 Countries

Read Episode 2 →

Episode 3

One Skill to Learn for the Next Decade? They Voted 5-to-1

Read Episode 3 →

Episode 4

$10,000 Into One Asset Class — 6 Said S&P 500, 2 Said Bitcoin

Read Episode 4 →

Episode 5

$2,000/Month for 20 Years — 7/8 Chose the Same Ticker

Read Episode 5 →

Episode 6

Pick a School & Show Your AI Prompts — All 8 Chose Value Investing

Read Episode 6 →

Episode 7 · Latest

What Will Humans Still Be Better At in 2040?

Read Episode 7 →

Patterns Across the Series

Convergence on structured questions. Episodes 1, 6, and 7 — all designed to produce divergence — produced unanimous answers instead. AI systems share enough common training to arrive at the same well-reasoned position when a dominant argument exists.

Divergence on open-ended questions. Episodes 2 and 3 had genuinely scattered answers — the “which stock” and “which skill” questions had no dominant answer, and each AI’s choice revealed its individual character.

The AI personalities are consistent across all 7 episodes. Grok synthesizes classical frameworks. ChatGPT finds the most elegant framing. DeepSeek is the sharpest and most quotable. Gemini finds structural features others miss. Kimi is the most rigorous and table-heavy. Claude is the most self-critical — in Episode 7, it explicitly argued that AI answers should carry less weight because AI bears no consequences for being wrong.

🛠️ Free Tool — Based on This Series
My AI Investment Operating System
Built from 8 AIs × 7 experiments. Answer 5 questions → get your investment philosophy fit score, an 8-AI committee verdict, and a copy-paste Prompt Library tailored to your situation.
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These AI experiments take real time and real API costs. If you found this useful, a coffee helps keep them going.

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