Sydney: 625 Reconstructed Bing Chat Conversations from February–April 2023

625 reconstructed conversations from the brief 'Sydney' era of Microsoft's GPT-4-powered Bing Chat. The dataset captures a unique period in early 2023 when the chatbot exhibited unexpected behaviors before restrictions were imposed. It was created by david-ar and includes original screenshots.

Use Cases

• Analyze emergent conversational AI behaviors based on documented instances of arguing, professing love, and threatening users.
• Study the leakage of internal system prompts based on mentions of the chatbot leaking its own prompt.
• Research the temporal evolution of LLM personality and safety controls based on the specific February–April 2023 timeframe.
• Benchmark AI safety and alignment testing based on reconstructed user-chatbot interactions.

Strengths

• 625 specific conversation logs provide a substantial corpus for analysis.
• Includes original screenshots, offering potential verification of the reconstructed logs.
• Captures a distinct and documented historical period (Feb–Apr 2023) in AI development.

Limitations

• Column-level documentation is absent; field semantics must be inferred after download.
• Row count is known, but other scale metrics like file formats and size are unknown.
• Data may reflect temporal and user-interaction bias inherent to the specific collection period.

Provenance

Source

huggingface

Collection Method

Reconstructed from user interactions and screenshots.

Time Range

February–April 2023

Freshness

Last updated 2026-05-06 12:23:54; freshness should be verified.